The big day is finally here, she is getting married.
Took a bit longer to finish this one
also here are some cosplayers, Im not sure what event this is
Shädbase
All Risks Reserved!
Just commented
- LolisAreSexy on More Hat Girl
- Anonymous on Team 10 And Under
- Anonymous on Marco Diaz 1
- Anonymous on Sea Lion
- Meru fan on Archive
- Anonymous on Make A Wish
- Anonymous on Gravity Balls: Page 3
- Anonymous on Gravity Balls: Page 3
- Anonymous on Gravity Balls: Page 3
- nick black and green on Your Ideal Thing
- Anonymous on Planet Piss
- Anonymous on Twitch Breastfeeding
- Anonymous on Twitch Breastfeeding
- Anonymous on Lewdbone
- Tamron Hall on Your Ideal Thing
- nick black on Your Ideal Thing
- Tara Strong What About Bob on Your Ideal Thing
- Anonymous on Panty and Stocking Pets
- Anonymous on Your Ideal Thing
- Anonymous on Your Ideal Thing
- How can I find the opposite person with pink skin, blue eyes and blue purple hair on Your Ideal Thing
- nick black and green on Your Ideal Thing
- nick black on Your Ideal Thing
- nick black on Your Ideal Thing
- Anonymous on Your Ideal Thing
All characters drawn by Shädman are 18 or older, even if specified otherwise.
Shädbase is for parody purposes only and doesnt actually reflect Shädman's desires or beliefs, the site shouldn't be taken seriously or viewed by anyone.
©2011-2021 Shädbase | Layout by scorp29 | Powered by WordPress with ComicPress | Subscribe: RSS | Back to Top ↑
⢰⣧⣼⣯⠄⣸⣠⣶⣶⣦⣾⠄⢸⡇⠄⠄⠄⠄⠄⠄⠄⠄⠄⠄⠄⠄
⠄⣾⣿⠿⠿⠶⠿⢿⣿⣿⣿⣿⣦⣤⣄⢀⡅⢠⣾⣛⡉⠄⠄⠄⠸⢀⠄
⢀⡋⣡⣴⣶⣶⡀⠄⠄⠙⢿⣿⣿⣿⣿⣿⣴⣿⣿⣿⢃⣤⣄⣀⣥⣿⠄
⢸⣇⠻⣿⣿⣿⣧⣀⢀⣠⡌⢻⣿⣿⣿⣿⣿⣿⣿⣿⣿⠿⠿⠿⣿⣿⠄
⢸⣿⣷⣤⣤⣤⣬⣙⣛⢿⣿⣿⣿⣿⣿⣿⡿⣿⣿⡍⠄⠄⢀⣤⣄⠉⣰
⣖⣿⣿⣿⣿⣿⣿⣿⣿⣿⢿⣿⣿⣿⣿⣿⢇⣿⣿⡷⠶⠶⢿⣿⣿⠇⣤
⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣽⣿⣿⣿⡇⣿⣿⣿⣿⣿⣿⣷⣶⣥⣴⡗
⢿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⣿⠄
⣦⣌⣛⣻⣿⣿⣧⠙⠛⠛⡭⠅⠒⠦⠭⣭⡻⣿⣿⣿⣿⣿⣿⣿⣿⡿⠄
⣿⣿⣿⣿⣿⣿⣿⡆⠄⠄⠄⠄⠄⠄⠄⠄⠹⠈⢋⣽⣿⣿⣿⣿⣵⣾⠄
⣿⣿⣿⣿⣿⣿⣿⣿⠄⣴⣿⣶⣄⠄⣴⣶⠄⢀⣾⣿⣿⣿⣿⣿⣿⠃⠄
⠈⠻⣿⣿⣿⣿⣿⣿⡄⢻⣿⣿⣿⠄⣿⣿⡀⣾⣿⣿⣿⣿⣛⠛⠁⠄⠄
⠄⠄⠈⠛⢿⣿⣿⣿⠁⠞⢿⣿⣿⡄⢿⣿⡇⣸⣿⣿⠿⠛⠁⠄⠄⠄⠄
⠄⠄⠄⠄⠄⠉⠻⣿⣿⣾⣦⡙⠻⣷⣾⣿⠃⠿⠋⠁⠄⠄⠄⠄⠄⢀⣴
⣿⣶⣶⣮⣥⣒⠲⢮⣝⡿⣿⣿⡆⣿⡿⠃⠄⠄⠄⠄⠄⠄⠄⠄⠄⠄⠄⣠..
Sheshould fuck her older step sis that’s a pretty good middle ground
Anyone know why Homer Simpson is here?
alguien abla takataka?
◀ come and play adult games with me 💘
oh you have a gf.. well thats sad..i loved you D:..
who never got hard in public
Shit im not horny
Dat xray
And so, another great shad comic series that’s left abandoned.
make me sad
the girl on the end of their row is crying more, assumably because of the same reason as wednesday, there is always a bigger lesbian incest plotting goth
That’s samus after her commander cut her face with a bottle. She hasn’t stopped bleeding since.
HOLY SHIT. This girl and the goth crossdresser from the other comic are related! No wonder their dads and them look so much alike!!?!
Make a Sequel
Nobody gonna mention Homer
i was boutta say the same thing
God damnit homer is here too
This Strip Should Be F**KING FRAMED in SPACE n TIME For All Eternity!!
The Panel with The Confused Chic On Her Knees, & That Transparency…
ABSOLUTELY F**KING AMAZING.. Lord Shadman!!!
I Plan on Framing That Panel and Laminating it!!!!
(It’ll Be The First I’ve Ever Done For a Comic or Any Hentai Pic EVER!!!)
Lord Shad, You’ve Managed to Accomplish n Convey the Emotion in That “One” Panel, That Some of The Most Decorated Erotic Novelists on This F**king Planet Have Not Been Able to Convey!!!! I Don’t Think a Follow-up Should be Necessary. It Just Wouldn’t Be Right, TBH!!
this is so embarrassing but so beautiful
Kik: fdhggggcxv fat ass small cock🌭
Maybe a comic where the girl get with the sister of the step mom, the woman she’s sitting next to?
Gonna be hot
This is so hellish when you realize that they are completely gone
I still hope that they gonna come back
The girl should drugged her stepmom with sleeping pills then lick her breast armpit and ass
Sexy damn ideaaa
She hold her limp body tight and kiss her deeply and say you are all mine now mommy
Lovely story
what the everloving fuck
Oh yes
this comment right here officer
Miss the stepmom
shad has kissed a lady friend? Ah thats hot! Thats hot… Also great comic btw XD
Hope the back soon
Give the girl hypno powers
Yeah so she can have a great lesbian sex with them and do whatever she desires to those two sexy sisters and they dont even know
Please make a sequel
I want to see that she finally have her way with those two Melons Shad!
Please Remeber this Gem!!!
Dont forget them bro
Let the girl owned two sexy sisters
We want to see that she finally have her way with those two busty chicks
This milf is going to be so hot to be a mindless slave
Love that
Please dont forget them
Only pussies cry at weddings
Virgin girl is my favorite character ❤❤❤❤
Virgin girl is my favorite character 💗
bring more pages of this comic shad
is this a cult?
Perhaps
We are waiting for other pages of this comic
Please bring them back
this is just fucking funny
This is fucking great
Are you going to make other pages of this comic?? Please YESS
Are you going to continue this comic?
Please turn the milf into girl’s hypno slave
It would be great that the girl put her stepmom into a trance then that milf becomes all hers and she can do what ever she desire to her without any problems
Yesssss please
It would be very good if the girl put her stepmom in a trance so she finally could make her fantasy come true without any fear
if you can’t fuck your step-mom, fuck your new step-sister!
YOU’VE BEEN HOMER’D
Kik: ClappingLights (male)
Really like these I hope you make more of this type
Only one option now.
FUCK THE STEPMOM’S DAUGHTER.
YESSSS!
Kik me BumpingDonuts for trades Male or females
I really hope that she fucks the step mom at some point
Kik: HarpoCream 24 Male will trade and RP
I love sex and i love to suck! If you want me, write to me on my link and we’ll talk about our meeting.
shut up ho
I wanna see the drunken in-laws being inappropriate at the wedding reception
The refrences tho
Also, just noticed the trap boi staring at the goth girl in the background.
why does her dad look so hot now? I thought he was a boomer.
GothgirlXGothgirl, or GothgirlXNew Aunt(?)
goth girl and goth cousin and goth trap cousin x redhead inlaws at wedding reception
We should get more of the emo girl tbh
GIVE US GRETA
Please no
wow the dad looked really handsome i’m glad he’s cleaned up
Emotional. That’s exactly how she’s feeling.
hey look its homer
Why don’t you ever do mistress/femdom work
wbm
hi
hey
hey
Pee pee
you should draw her giving birth
Please make one of them real, I can’t handle how they are all just day dreams
+1
It’s so vanilla.
gonna have to disagree. too often with shadman it’s giving into the carnal desires (not that that’s a bad thing necessarily), these fantasy segments are honestly a breath of fresh air
Fuck
I love the wedding dress. Especially where the goth girl suck that gorgeous pussy.
You sad bastard.
The fact that he didn’t sketch anything concerning greta is mindboggling
I hate that emo girl.
let my girl bang with a hotass chick, pls
God I wish that were me
I love that the woman get hypnotized by the girl
wdym
This series is freaking awesome please let something really happen to these two
Seriously agree or that one sitting next to her
Maddie could be her name
nigger
I agree
Holy shit is that pucci?
Do you believe in Gravity, Anon?
Miss Shad doing fat and futa, main reason I would cum here. But so happy to see him back regardless!!!
If you’re still trying to come up with a name for the girl, I think Allison could be good.
Hey Shad I am a big fan and love your artwork.
A few weeks past I visited strate brewery and they make my favourite beer. It’s called Thusnelda
and has its own mascot which has the same name.
I was hoping you could give it a go and draw some pictures or comics of her
I am pretty damn sure you will like what you see and you will have some nice ideas for her.
Just google thusnelda bier and you will find a picture of her
bless you for this series. hnng
ignore these other faggots who hate, they’re prolly mad about the lack of traps
Okay shad you can retire now, you became the faggot that you draw off in your previous works i’m watching your stuff from about i don’t know 5 years? from shagbase but now it’s just trash, you are no good anymore believe me, plus you are slow like you have other things more important to do like playing borderlands 3 for a month jesus fucker. I’m not complaining cause it’s free and you can do what you want but just an advice, plus if you make pay your stuff i’ll be more happy if you post stuff at least once a day and good real porn stuff not some comics you have in your mind that makes you horny, take this stuff to yourself and your very closest friend, ok i’m done hope you think about it and not treat this comment like all other bullshit and me like a stupid faggot who complain cause in 5 years i’ve said nothing but now i’m done.
Shut the fuck up man, I think shads stuff is great, and just because some prick has a stupid opinion (you), doesn’t mean he should stop. There are tons of people out there who love it, so don’t tell shad he shouldn’t do this just because YOU want him to. If he wants to leave, fine, but don’t be an ass.
R/Whooosh
redditor
r/ihavereddit
You are the biggest Cry baby I have ever heard. Shads artowkr and comics aren’t next to non his porn,Beast whatever ever style is different and most people like them. He does it free of charge also which is very kind of him. If you don’t like it then you can leave :)
What the Fuck !!! Dude do the world a big favour and just fuck off and once you have done that………. how about you fuck off some more !!!!
“I’m not complaining cause it’s free” yeahhhhhhhhhhhh ok if you say so….. you still sound like a little whining bitch
Jesus Christ go fuck yourself, ever heard of creative freedom?
shut up boomer
Yo ngga stfu, who asked you for that shtty opinion of yours
Sincerly a fucker
So you’re not liking what you see, right? Did you know there is something you can do about it? No? Well let me tell you what you can do. There is a thing called not looking at the comics. Simple as that.
you faggots complaining about others comments is the reason i never commented in the last 5 years and i was right, only here to insult comments well you sound just like the whining bitch you told me
Nah, you never commented because you’d be reminded of how dumb you are.
Go on pornhub you sad sack of shit you fucking normie
Might I suggest suicide?
I’m an 18 bi male who likes most things on shadbase. I have a feminine butt if you’re curious. My kik is bottomcream. Love girls boys and trans.
P.s: what is the kik name of the obsessed weirdo that keeps hating on me on every comment?
jomama
Joemama
Your a loser trolling for people to look at your sad ass on this site, in spite of the numerous jerkoff/dating/hook up/porn sites you could be on and you’re calling the person who’s giving you bad press a weirdo
Harden up cupcake or you’ll Bourdain out before you make it to 19
Exactly I agree with the comment above me^^
Maybe stop lying to everyone about having a feminine ass when it’s just as manly and hairy as the next guy, no one will ever trust you If you keep lying especially if you never show your face. Anyone who adds you will be disappointed when they dont get a “feminine butt” but instead your flat hairy ass so go fuck off and advertise you pathetic kik account on a site where people might be into pancake butts, you turd tickler.
I don’t get what all this is about but I really enjoyed his ass, He actually has quite a nice butt. I wasn’t disappointed.
You must have low standards cuz that shit was as flat as a 4×4 my nigga, straight flapjack
yo i dont know, but stfu ngga, who asked you for your opinion faggg
Sincerly a pusssssy fcker
More busty trannies !
Shadbase is dead again. Can’t say I’m sad. Get fucked nerds.
Take a step back everyone, we have a badass on our hands here.
Welp, shads dead again.
Let the man have a moment of rest
Holy crap, your art has advanced so far 😆😍 I know you have a couple different styles but it’s crazy the amount of detail on these characters compared to when they were first introduced. Absolutely stunning. Keep it up homie, you’re amazing
it’s devolved if anything, these are doodles compared to the stuff he used to do.
searching for a daddy
kik 667xyx667
daddy will get a nice ass in the package
What about a femdom sequel to that mum dog comic where she gets revenge on her trap son?
Is everyone in the shad universe connected in some way?
Homer
OMG ITS TRAP BOY IN THE BACK IN THE LAST FRAME
WE MISS YOUUUU
YES WE NEED MORE OF HIM
Yes please
Yes please we need him but we want to see his uncut cock more
YEESSSS HE NEED MORE OF HIMMM
Penetration pls
oh, new background. nice
IS THAT OLD CAPTAIN AMERICA WALKING HER DOWN ISLE?
Yes, yes I do think it is.
Wooow! I like it:
fubars.pw/video-3814
Check now!
Yeeea!
Just to tell you i didn’t see your comment until after i got done so if you see mine and it’s the same idea then we were just thinking the same thing cuz i don’t copy other people stuff like sum of these people that actually do it.
The way you drew the goth girl eating her cunt under the dress is the hottest thing I have ever seen. She has her strong thicc sexy legs spread and the goth girl is grabbing onto her thicc thighs with her face deep in her cunt. And the added detail of pussy juice dripping down her face with that one pussy juice bubble as if she is trying to breath. This position is to hot.
WARNING – RUSSIAN SCAMMER POSING AS “Anonymous”
DO NOT EVER CLICK ANY FUBARS.PW DOMAIN LINK
ACCORDING TO SCAMADVISER.COM: Very low trust review, fubars.pw may not be safe
Facts about fubars.pw
Company data
Country Likelihood Russian Federation: 59% / Netherlands: 41%
FUCK YOU, RUSSIAN CRIMINAL. LEAVE SHADBASE. WE WILL NEVER STOP WARNING EVERYONE HERE ABOUT YOUR PHISHING WEBSITES.
Thank you for your service soldier
https://discord.gg/GfFkehG starting a porn server
Zeichne den Goth-Typ und das Goth-Girl, die sich nebeneinander aufhalten!
Hier spricht man englisch, mein freund.
Was your IG deleted Shad?
Gay stuff pls
Fuck yeah
no you faggots
Shad you’re love of my life
No homo
Ayyyy shad that little hollydays of yours did wonders, loving the new stuff !
Are we gonna get some stuff between the stepmom and her sister?
Wtf is up with peeps dressing up like shad, like alot.. craay
Olle we continua la del chico trap
A mi se me hace que tu eres marica
Todos lo somos acá, no vienes a los dibujos del shad esperando cosas hetero todo el tiempo, te la jalas o te vas
VENGALE CON EL TRAPO SHAD
I really like this character
i just got ass plasted
Fucking homer is there 😂
And the crossdressing boi
I love her
These comics are the best thing about shadman
make a futa night with the 3 girls after the wedding
Hey Shad, are were ever going to get new merch? Glad you’re back also!
We are glad you are back!
Holy shit, this is the best one with these characters
The way you drew the goth girl eating her cunt under the dress is the hottest thing I have ever seen. She has her strong thicc sexy legs spread and the goth girl is grabbing onto her thicc thighs with her face deep in her cunt. And the added detail of pussy juice dripping down her face with that one pussy juice bubble as if she is trying to breath. This position is to hot.
Hey Shad, would you mind draw any Kpop girl/girl group ?
Just randomly throwing this out there. I’d love to see some Big Mouth characters!
Children
I’m an 18 bi male who love most fetishes on shadbase, I have a nice feminine butt if you’re curious. My kik is bottomcream. Love boys girls and trans
you got discord or telegram?
I’ve got discord
what is it
Isn’t that pan
Guys this post is an absolute lie, this person has a really flat ass and wont even show his face, not femmy at all. don’t waste your time adding him. What a joke.
Not showing face is very normal. But flat butt is a deal breaker
Auto bots assemble
The boy watching her 😁
I would love incest mother-son stuff, Ditto transforming o pokemon trainer’s mother was good
m15
Nice ass
Kik:IronBoi99
Anyone here looking for a trap? 18+
Kik:IronBoi99
Male Bi
I love playing with my ass, txt me and ill show you ;)
One of these days i wanna see this girl get some real action for once.
It is 230
YOU CANT HIDE FROM ME, HOMER!
Genuinely kinda cute
Kik: Redhead533
Male bi
Will send
Please marry me shadman and eat my ass
Snap me creamylinkts
Kik me at morganmonday11 for pics of my big dick
Add my kik niceboi76 to see some my asshole but ya gotta send me a dick pic first 😉
Anyone know a good loli hentai website? Getting harder to find them and shad doesn’t do it anymore. Thx in advance.
Fick du pedophille
Anon 1 dude ask somewhere else most of the people here aren’t the most intelligent people and they tend to think that people/animals in art are alive or in the real world.
And you’re just pedo scum that still doesn’t get that the wish is the father of the thought, I look forward to the day you Epstein out cunt
pädophile abdeckungen machen dich auch zum pedo. Loli ist Pädophilie. töte dich.
The stepsister should definitely actually dominate the fantasising goth girl.
shad ran out of cigarettes
did yall see the new fortnite event
Lol yeah blackhole
I’m an 18 bi male who love most fetishes on shadbase, I have a nice feminine butt if you’re curious. My kik is bottomcream. Love boys girls femboys
This post is an absolute lie, this person has a really flat ass and wont even show his face, not femmy at all. don’t waste your time adding him. What a joke.
Why won’t you just let them fuck already. Or have the stepmother imagine dirty things with the daughter.
Thicker shad PLS
Redhead stepmom’s daughter also has a massive ass and tits, its sister play time very soon
Brides sure are tempting, but if that was me I’d most likely be more focused on the redhead hottie sitting next to me.
That pic of the two cosplayers looks pretty cool.
shad… it’s been 5 days… come back, the people need you :'(
Kik me Lieutenant_Gruber
Lieutenant_Gruber like a bit of everything kik me
Draw the redhead daughter!
I love she fucks her in sleep or hypnotize her that would be really hot
More of these two please
remember shad used to actually draw porn and not just lame jokes and softcore foreplay?
shame how bad of a dropoff there was after 2016
Fr
+1 sadly
You can always feel free to kill yourself pedo
UH MY MAN WHERE WAS THE BOI UNDER THE PRIESTS ROBES?
Now to just throw all these together for a family orgy, I’d love to see the daughter and mother getting dicked down oh great shade!!!!
Getting tired of lesbo shit every week
Better than the gay dude stuff at least. Def better than the chicks with dicks.
“def better than chicks with dicks” shut the fuck up fag
Bruh
Saying ‘fag’ in 2019? Kewl. It doesn’t mean anything anymore, but kewl. Have a trophy bro.
Both transgirls and traps are better than lesbo shit. You’re all fucking homos.
“this gay stuff is better than this gay stuff so you’re all gay”
what
I was thinking the same thing. Lol. It’s like a gay dude calling someone gay for NOT liking sick of dudes, but liking lesbians. SMH. kids these days are weird.
JUST LET THEM FUCK
I love the mom’s face wrinkles, idk why just makes her seem like such a hot milf. Good touch
14 male
Possibly bi
Will send nudes or meet up for sex
Kik: minecraftanal
Stop! You have violated the law! Stop this child pornography and all of your stolen items are now forfeit.
Uh-huh. Either FBI or a duuuuuuuumb mother-fuckin’ bitch.
tell chris hansen I said hi I’m a big fan of his :D (*que the chris hansen skit from boondocks lmao*)
Whys Homer there?
Is like a stan Lee
When is the daughter gonna come out?
That under-the-dress graphic is brilliant! It is so vivid as to be in motion! The starfish sphincter is a tease to please.
thank you
p.s. more mother and son stuff
Nope. Incest is NOT the best. Or even okay.
This isn’t incest, it’s her “soon to be” stepmom. They aren’t related by blood
And that makes it OK!
Its a fucking drawing let it go.
Yeah, it’s a fucking comment pedo kill yourself
Hey Christeeny, just wondering: what was the first ever erotic novel or literature you ever read and at what age?
The step-daughter has to be a recurring character in this series, it’ll make for a good page and joke.
This girl is so delusional
I wonder if the goth girl is gin to ever go after her step mom’s daughter/her step sister since they look so much alike the only difference is the fact that one is a milf and the other is not.
Maybe goth girl can fuck the sister? The sister looks just as hot. With boobs like that, how could you say no? At least show us goth girl latched on to those titties, sucking away like a newborn.
Just to tell you i didn’t see your comment until after i got done so if you see mine and it’s the same idea then we were just thinking the same thing cuz i don’t copy other people stuff like sum of these people that actually do it.
Is it me or does the Dad looks several years older here?
https://www.youtube.com/watch?v=kUF9jbKoB3M
I wonder if she’s ever gonna summon the guts to actually do her… Hmmm
Give her a hoodie
more gay shit
I really want to see u post traps and gay shit again :(
Ja! Ich auch!
This is gay shit
Ja. Das ist gut!
I wanna see a duo of goth girl and trap boi together!
Ja!
When are you going to post the goth for naked?
That cosplay is deservingly sweet. ^^
So the trap boi and the lesbigoth are like cousins? it would be wholesome.
Bro, them stockings is drenched
weirdly wholesome, i’ll come back when it gets fucked up again
There’s something almost sweet about this one
>mfw Shad on Shad is now my gender, sexuality, and way of life
Any cute traps, crossdressors and femboys wanna chat?
I got a fat 8 inch cock that I’d love to show off.
Discord is Timmy#8442
I also roleplay if you’re interested in that (;
Its true he does, I’ve seen it ;)
Du ist ein Lügner
Du bist ein Lügner* dont worry honey ;)
Omg, the trap guy in the back!
FOLLOW VANESSA CAHUE ON INSTAGRAM
The king is back
Can our girl finally smash
kik IronBoi99
young bi m
MY TRAP BOY IN THE CROWD!!! I MISS HIM SO MUCH AAAAAAAAAA
He is back at it again with these sexy fucking short comics
So fucking hot
Please make one where she finds a girlfriend to hang out with!!! It would be very cool
Is that goth trap in the background. Is he incestgoth’s cousin or something?
My fetish for wedding dresses continues
its a relationship shadbase.
This girl needs to find love :'(
DOES NO ONE SEE FRICKING HOMER?
DOES NO ONE SEE FUCKING HOMER?
What’s up with all the yuri?
homer back at it again
Yo Shadman… There’s an error in the artwork. The chick who’s getting married in the 6th panel has a freckle on her breast. You might have gotten confused with the other redhead.
I’m an 18 bi male who loves most fetishes on shadbase. I have a really feminine butt if you’re curious. My kik is bottomcream Love boys girls femboys.
This post is an absolute lie, this person has a really flat ass and wont even show his face, not femmy at all. don’t waste your time adding him. What a joke.
I farte
I’m not the only one that noticed that one trap boy in the background right?
The Shad Cinematic Universe
We all notice that too.
WARNING! THE RUSSIAN CRIMINAL POSTING AS “Christeeny Herself” IS TRYING TO SUCK YOU INTO CLICKING ON HIS PHISHING SITE — NEVER NEVER NEVER CLICK ON OR GO TO FUBARS.PW
Ohhh yeees:
fubars.pw/video-7391
fubars.pw/video-4391
Like that?
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
RUSSIAN SCAMMER SOCKPUPPET REPLYING TO HIMSELF
ATTENTION RUSSIAN CRIMINAL – WE’RE NOT AS STUPID AS YOU COMMUNISTS
WE CAN SPOT YOUR SOCKPUPPET AND PHISHING LINKS SO VERY EASILY
YOU WASTED THE MONEY YOU SPENT SETTING UP FUBARS.PW
GO FUCK OFF – GO AWAY FROM SHADBASE – DON’T COME BACK
WARNING – RUSSIAN SCAMMER POSING AS SOMEONE ELSE
DO NOT EVER CLICK ANY FUBARS.PW DOMAIN LINK
ACCORDING TO SCAMADVISER.COM: Very low trust review, fubars.pw may not be safe
Facts about fubars.pw
Company data
Country Likelihood Russian Federation: 59% / Netherlands: 41%
FUCK YOU, RUSSIAN CRIMINAL. LEAVE SHADBASE. WE WILL NEVER STOP WARNING EVERYONE HERE ABOUT YOUR PHISHING WEBSITES.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
—-
READ MORE FROM T-GIRL TALES #2 FOR FREE: amazon.com/dp/B06Y4HRFQ5
Anonymous
October 12, 2019 at 14:40 | Reply
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
Anonymous
October 12, 2019 at 14:42 | Reply
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
It’s so great to have fans. Thank you!
dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely regis
feels so bad about leaving you all alone for so often. He wanted you
to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
—-
READ MORE FROM T-GIRL TALES #2 FOR FREE: amazon.com/dp/B06Y4HRFQ5
Anonymous
October 12, 2019 at 14:40 | Reply
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I tered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
Anonymous
October 12, 2019 at 14:42 | Reply
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
“It’s more
bad about leaving you all alone for so often. He wanted you to have look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
—-
READ MORE FROM T-GIRL TALES #2 FOR FREE: amazon.com/dp/B06Y4HRFQ5
Anonymous
October 12, 2019 at 14:40 | Reply
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
Anonymous
October 12, 2019 at 14:42 | Reply
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
—-
READ MORE FROM T-GIRL TALES #2 FOR FREE: amazon.com/dp/B06Y4HRFQ5
Anonymous
October 12, 2019 at 14:40 | Reply
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to
bout leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
Anonymous
October 12, 2019 at 14:42 | Reply
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I see… not a fan but a sociopath asshole
You clearly have no idea what sociopath mrans if you think it fits in this context
several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for t
will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
—-
READ MORE FROM T-GIRL TALES #2 FOR FREE: amazon.com/dp/B06Y4HRFQ5
Anonymous
October 12, 2019 at 14:40 | Reply
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to
back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the cr
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come ossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for t
Okay, then at least a childish obnoxious fuckwit if not a “sociopath”
Only a total dick would clog up these comments with all this copypasting. Or are yu trying to get shad to notice you?
Apology accepted then
clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for toni
which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chu
on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, ckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for toni
clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
A sample of “Shemale Stepmom” from T-GIRL TALES #2 – ALL IN THE FAMILY
—-
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
—-
READ MORE FROM T-GIRL TALES #2 FOR FREE: amazon.com/dp/B06Y4HRFQ5
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
—-
READ MORE FROM T-GIRL TALES #2 FOR FREE: amazon.com/dp/B06Y4HRFQ5
Anonymous
October 12, 2019 at 14:40 | Reply
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
Anonymous
October 12, 2019 at 14:42 | Reply
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
—-
READ MORE FROM T-GIRL TALES #2 FOR FREE: amazon.com/dp/B06Y4HRFQ5
Anonymous
October 12, 2019 at 14:40 | Reply
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
* * *
A month later, Jerry and I had fucked at least forty times, even when his father had come back home from a road trip. I would fuck his dad and then after my husband fell asleep I would walk down to my stepson’s bedroom. Usually I found him sitting up, slowly stroking his dick to keep it hard and waiting for me.
Over those thirty days I taught him how to give a perfect blowjob, how to deep throat even a dick as big as mine, how to milk a dick with his rectal muscles and how to have a prostate orgasm. He thought he was learning this only for me, but I was about to give him an education as to the true nature of my plans.
Friday was typically of one of his father’s business trip weekends. My husband told us he’d come back Monday night. Then he’d wink at the both of us and tell us to have a good time. Jerry and his dad and I never discussed our unusual relationship out in the open. With my stepson I only kept reassuring him it would all be okay, and with my husband I only told him how good everything was going.
That night, after I had given Jerry another cooking lesson, I decided to go for broke. While Jerry sat, naked, at the dining room table and finished the yummy meal he cooked for us, I got up and headed back to the bedroom. I told him I had a little surprise and for him to go take a hot, quick shower.
I dialed my cellphone as I went to the bedroom. “Tonight is on,” I said into the phone. “You know what to do.”
“I do, Sherry,” my husband said. He paused for a long moment. “Are you sure this is the right thing to do?”
“I’m going to overlook that sounded a lot like backtalk. I know guys and I know sissies, and your son is one through and through. Now just follow orders.”
“Yes, Sherry… Mistress.”
Without another word I cut him off and went through the bags of merchandise I’d spent all day looking for.
I brought back to the living room a full set of slut lingerie: garter belt, stockings, lacy bra and crotchless panties. I also brought some stripper heels and my makeup bag. My dick was throbbing hard from knowing what was about to happen.
“Surprise!” I said, laying out all of the crossdressing stuff.
“What’s all that for, Mom?”
“Why, baby… it’s for you!”
“You’re kidding,” he said, blushing deep red.
I kept my eye on his cock. I was so pleased why it started to get hard, despite embarrassment. “Your words say ‘no,’ but your clitty says otherwise!” I chortled. “Now do as Mommy says. I promise you are going to have the time of your life.”
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
Anonymous
October 12, 2019 at 14:42 | Reply
He swallowed hard. His dick was throbbing. He wanted this. He looked curiously at my hand when I held out two white pills. “What are those?”
“Oxycontin. Until we can get your face body electrolysis, we’ll need to wax. It’s a good thing you don’t have much of a beard, sweetie!”
“But… but…”
I gave him smirk as a challenge. “Now you’re not going to tell Mommy you’re afraid, are you?”
I gave him a special citrus drink that would help the pills hit even harder, then I led him into the master bathroom where I had the professional wax system all set up. He looked at me nervously, so I gave him a deep kiss. Then I reached into the sink where the special buttplug had been warming up in hot water.
“Wh-what’s that?” he asked, slurring his words slightly, which meant the pain pills were kicking in.”
“It’s more anal pleasure than you’ll ever feel… next to Mommy’s dick of course. It will help distract you from the pain. Now bend over the sink.”
My eighteen-year-old stepson moaned as I knelt behind him and began licking his asshole. I wanted him good and primed for this. I had yet to rim my boy, so I knew it would turn him wild with desire while it lubed him up. Then I coated my index and middle fingers with lube and easily them up his asshole. Jerry groaned deeply.
Now I pulled out the warm, high-tech buttplug. It was nine inches long, vibrating, water-tight and inflatable. He moaned like a bitch in heat as it slid all the way up his ass. He parted his lips to moan again and I slipped my tongue into his mouth while I took the high tech buttplug controls in hand.
“Oh, Mommy, Mommy, Mommy!” he whimpered in my mouth.
Fuck I was so turned on!
***
My stepmom began squeezing this air bulb and I felt the buttplug begin to expand deep in my rectum until it was huge. It felt like it was as big as a giant grapefruit. Then she hit a switch and it began vibrating in pulses—from gentle to hard, from fast to slow. It felt like it was fucking me. Me dick was so hard I was dripping precum in a steady trickle down my shaft.
“Now give Mommy a minute to take her clothes off so she doesn’t get hot wax all over them.”
I grinned sexily at her. “I love seeing you naked, Mom.”
Between the powerful painkiller and the exquisite pleasure in my asshole and my dick, I only barely registered the hot wax coating my shins. When she tore off the first patch of hair, it didn’t hurt so bad.
Ten minutes later my legs were hairless and smooth. Sherry clicked a new switch on the buttplug and now electro-stim contracted my rectal walls. My prostate jerked and bigger globs of seminal fluid oozed out. She used the distraction to wax my chest and stomach hair. Even though I didn’t have much to wax, it still hurt like a bastard.
“Sorry, baby. There’s only a little I can do about this one. Good thing you take after your father in the beard department.”
It took ten minutes clearing little inch-wide patches of skin, and I was crying by the end of it, but soon the only hair I had was my pubes, my eyelashes and my head. She had even ripped out enough eyebrow hair to make them sex and girl like.
“Stand,” my stepmom commanded. “Feel your face and your body.”
With wonder I felt nothing but smooth skin on my legs and chest and face. I was so nicely stoned and my dick was so hard it hurt a little from the huge, vibrating mass lodged deep up my asshole. I fell to my knees.
“Let me suck your dick, Mom. I want to enjoy my new hairless, girly body and this thing in my ass and the taste of your cum while I beat off!”
She looked down into my frantic eyes. “No.”
“No?” I whined.
She hit several buttons on the buttplug’s controls. It stopped the electro-stim, stopped vibrating, and it deflated. My dick throbbed, still dribbling away. It was dying for release. I took it in hand.
“Stop!” she snapped. “I am your mother and you will mind me.”
“Please!” I whimpered.
“I promised you the time of your life but you are going to have to trust me. And because I am your mom, you will mind me. You are not too old to spank, although in this house a spanking is a reward. I will paddle your ass so black and blue, you need to ice it down. If you learn to love that, I will put you in a cock cage and put your orgasms under strict control.”
“Okay,” I grumbled.
“Okay… who?” she demanded.
“Okay… Mother.”
“Good. Now let’s go put you in a bath with some healing herbs and a facial. Get your skin all healed up so we can get you good and pretty for tonight.”
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
Nice
Anyone in Winnipeg wanna fuck a sissy male snap me ashly_bolgen
good stuff
someone get this chick a girlfriend
i really want this girls imagination to become true for her sake
the step mom switches from having no freckle to having a freckle back to having no freckle
uh you wrong