Sissification Sex Stories

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Sissification Sex Stories
Who knew that real life experiences can be so sexy? Well We did! Of course they can - they're yours and you tell Us all the time. With your House training - each dream experience comes closer to your reality.
I was in Chicago on business and had my first experience with a professional role play Mistress this week ...
I started wearing panties when I reached puberty just as most TV’s before me. My very first orgasm was in my sister’s panties and it was fantastic ...
Something old, something new, something borrowed and something blue, but Becky wasn't blue at all, dressed to the nines in a bridal dress ...
Growing up with a step sibling is weird when you begin living with them full time after years of occasional weekend visits ...
An english sissy spent three months in California on a work visa program - as a waitress and sex toy of a rich businessman! ...
I never found out who it was who gave me so much pleasure and I still await my punishment, which no doubt, one day will come ...
Mistress Ann got serious and set out to make Her sissy understand just how perilous h.er situation was! ...
This would be my first chance to explore her lingerie drawer and I was weak in the knees from the excitement and anticipation of it. I walked to her dresser and tried the top right drawer. Panties! Bingo! ...
When you find the perfect Female to serve, listen to no-one. Follow your heart, mind, desires and destiny. Love Her, live for Her, give to Her your all ...
Being the personal slave of Mistress Rayne has its moments, but usually they are kept between Her and i and i just deal with the embarrassment and humiliation that She so loves to see me deal with ...
I was headed for sex reassignment, but changed my mind - so for now, just pretend I'm your girlfriend ...
As an escape from the everyday doldrums, I like to go camping. I usually go to one of the camping parks that are about a hundred miles from my home ...
This is a true story set in New Orleans of the major events which prompted my progression beyond being simply a closet crossdresser ...
In the coming months Her dominance over me became more pronounced. She knew what i desired most, to be owned and feminized by a dominant loving woman...Her ...
By the time of my first encounter with a real man - my training had progressed through many stages ...
It was the worst night of my life. My life was about to change and there was no possible way to stop Master Braxton from making me his submissive whore ...
I got started when my older sister would dress me up for her friends. She loved to use me as her personal Barbie doll. All her girlfriends would join in and just giggle at the result ...
I'm really hoping to meet a Mr. Right who knows what to do with a girly boy like me. I need someone who knows what I want, because I sure don't! ...
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Mistress Red ensures Pete gets exposed by his wife.
Shopping done it's time to get sissy ready for Master Mark.
Kyle submits further to becoming Amanda's sissy slut.
Charleigh the slut raped by Mistress Red Fox's huge cock.
A mouth full of cum and shoe shopping in K Mart.
His second session with her, CP and a serious fucking.
The Sissy slut submits to the Piggery.
The transformation continues, straight to Sissy fag wife.
The real transformation begins, straight to Sissy fag wife.
Sissy is now used hard by her Wife Mistress and her Master.
The Married Sissy loses her identity.
A married man transformed into a Sissy slut by an ex employee.
An ex employees gets her Boss to admit he is a Sub Sissy.
Hoping for some kinky fun, he was going to get much more.
A past employee seduces and turns her ex-boss into her bitch.
A married Sissy caputred and used as a urinal in a gay bar.
This is my continuing story of foolish submission to a man.
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Sammie's new little friend discovers their new role.
Does being forcibly feminized always break the man?
A college student gets hit with a gender bending spell.
Chris discovers the allure of the sissy life.
Doubts creep in, can Adam's Mistresses set him straight.
The roommates continue their unexpected quarantine fun.
A young man's journey to total sissy bliss.
He has trouble saying what he wants; that's about to change.
Sissy gets some appropriate clothing and some pussy finally.
Online blackmailer gets caught and force femmed.
Boy gets forcibly "stretched" and transformed into a femboy.
A very realistic costume isn't quite what it seems...
The Women bond deeply, sissification begins.
A very realistic costume isn't quite what it seems...
Max is still being cuckold and sissified by his wife Tonya.
A revenge curse turns Quin into a little clitty sissy. 23k
Are you wearing my panties?! No, wait...It's sexy...
A new visit to Suzan brings new changes.
Linda tricks a guy into becoming a model for CC's.
The training gets far more serious with cocksucking and piss.
The aftermath of my morning jog, and a visit in the evening.
Married man trapped into online Femdom Mistress control.
A feminized sissy goes to a motel & gets her first gangbang.
A couple, An Island of giants, With giant cocks.
Surfing the Net leads to getting caught in one.
I prepare you for a night out, transforming you into a girl.
Pete's transformation continues, he serves his first man.
His wife finds him locked on a fucking machine he's banished.
Marcy preforms some extra duties at CC's.
Britt finally brings Nick to her "club", but only in drag.
Wife disappears for "book clubs", cuckold gets suspicious...
A Mpreg/Sissification story between a husband and wife.
Michelle's plans and plots against Deborah.
Emma Watson has a weird way of welcoming her brother.
Deborah is turned back to Michelle and Michelle experiments.
In 2063, a feminized white boi interviews for a job.
A grief counceler leads widower to new discoveries.
Erika's long weekend with Mary continues.
Erika's long weekend with Mary begins.
Erika brings GF deeper into her crossdressing.
Tim is given a humiliating makeover as a magical girl!
Femboy gets turned into a sissy by the New Girls in school.
Erika decides to reveal crossdressing to girlfriend.
My roommate gets sissified and gets his ass pounded by me.
A defeated barbarian loses his masculinity.
Mommy leaves Sissy with Uncle Randy for weekend fun.
A mother begins to feminize her son. First, a new swimsuit.
Baby, if you want to submit to someone, it WILL be me!
There's a good reason why I feminised my husband...
Ashley tries on his first dress for Selena.
Tricia's new look, earns her some extra attention.
Cum get girly and slutty with Tark!
Luke soon finds hes going to pay for his mistakes..
She has devious plans for her twin boys.
Nathaniel becomes PharmaX's unwitting guinea pig.
My continued journey into becoming a full time sissy.
A new neighbour leads to changes in his life.
My Journey of being held captive and turned into a sissy.
Husband caught wearing panties and changes begin.
Femboy gets tricked into being auctioned off as a slave.
Free Domme-Lesbian fisting squirting.
Where a little knowledge can get you in a lot of trouble.
Mark has a surprise humiliating encounter.
Tark's gonna show you...how to moan like a girl.
Even more changes are made to Mark's life.
A story about a neighbour who wants some payback.
The conclusion of book 2 "Bound By Laws".
Sissy Slut cuckold. CBT for Blondie.
Kyle humiliation continues as Amanda turns him into a sissy.
Sissification and budding romance in Femininus.
The perfect pierced pussy and train at the gym.
I feel what it's like to be a woman.
The transformation of a mislabeled "cock" into a clitty.
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Man is drugged, then dressed up and trained to be a slut.
I get turned into a sissy by my younger sister.
The ending of the first training session.
The slut in training falls deeper into the predicament.
Friend catches him wearing his girlfriend's lingerie bottoms.
A college freshman gets slowly transformed by his roommate.
Candi goes through changes that she didn't want.
A wife finalises the transformation of her husband.
A submissives journey into total sissification.
Man trapped in sissy latex serves his friends.
An 18 year old senior feminized by his teacher.
Candi's time as the party maid ends with a demonstration.
A mother begins to feminize her son. First, a new swimsuit.
College student submits to mature librarian.
Candi learns how to be a real slut.
After the body transformation comes a mental transformation.
Candi heads to the Shady Ranch for her new job.
A sissy's wife discovers his penchant for feminization.
Candi's first day of her new life - back to training.
Candi goes on a vacation... sort of...
He leaves the clinic in panties...and a little more.
He turns his 18 year old son into his sissy plaything.
My life as a sissy continues with Ms Allison.
How a married guy is turned out as a sissy by his Doctor.
Candi's night at the club comes to an end.
I catch my bf wearing lingerie...and decide to roll with it!
Candi settles into a routine before a trip out.
Country Lord makes a new sissy maid.
Forced to service my daughter's friends!
Sissy is used by his wife while bound.
Steven, meet Sarah - she's a helluva gal.
A story about a neighbour who wants some payback.
Husband caught wearing panties and changes begin.
A young man is seduced and feminized by a red headed beauty.
A cuckold sissy happily serves her mistress.
I make a femdom friend...and we feminize my bf!
Twenty one year old virgin moves into new house.
Sean becomes Stella on his first day at school.
An attempt at mind control backfires. Feminization ensues.
Nellie reluctantly falls further into "her" transformation.
Kareena takes more & more control over Ken.
Domme gives him more than he bargained for, but just what he needed.
A crossdresser gets coerced into being another man's sissy.
Young boy is helped by his hot tutor in his transformation.
Some women make their men put on heels, and others, well...
Femboy gets turned into a sissy by the New Girls in school.
A self made sissy finally learns her place around Halloween.
I just wanted to touch the lingerie, but she dressed me up.
There's a good reason why I feminised my husband...
Ronald becomes Rhonda and starts her decent into sluthood.
Boy gets blackmailed & sissified after cam chat with teacher.
Alex gets sissified in lockdown by roommate.
My roommate gets sissified and gets his ass pounded by me.
A customer pisses a wiccan off and the revenge is sweet.
She has devious plans for her twin boys.
Francine's training begins in earnest.
He's made a permanent sissy at business conference.
Man gets over his head and changed.
Merry Xmas/Incest - Wincest sissy w/ his transgender sister.
Twenty one year old virgin moves into new house.
A revenge curse turns Quin into a little clitty sissy. 23k
Awaking as Emma for the first time- transformation begins.
I was naked, except for a steel collar.
Part 1 of a sequel to Meeting Mommy. Sissy fun abounds.
A guy finds love only to be his boyfriends girl.
A Man is put in his place with sissification.
With help Nick becomes Nikki after hit by gynecomastia.
Kyle humiliation continues as Amanda turns him into a sissy.
A feminized sissy goes to a motel & gets her first gangbang.
Girlfriend makes cuckold fantasy a reality and takes it far.
A Mpreg/Sissification story between a husband and wife.
Boy gets forcibly "stretched" and transformed into a femboy.
Nikki finally accepts herself and accepts her new Daddy.
First time turns man into the sissy slut he was meant to be.
The roommates continue their unexpected quarantine fun.
Nikki gets to play with two new play mates while shopping.
Another morning fantasy for sissies.
Nathaniel becomes PharmaX's unwitting guinea pig.
James meets a special friend that teaches Jamie to exist.
Femboy gets tricked into being auctioned off as a slave.
Francine's training continues in the East Wing.
The transformation of a mislabeled "cock" into a clitty.
A married Sissy caputred and used as a urinal in a gay bar.
All contents © Copyright 1996-2022. Literotica is a registered trademark.

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