Transsexual Stories

1,767 results
Orientation
Length
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Big Sister

by diaperslut on Sep 27, 2016
Transsexual

I had met my new stepsister once. She helped her father move in with my mother and first impressions of them both were fine. Ezra was about three inches taller than my 5'6 self and had bra-strap-length black hair, olive skin, brown eyes always seemed to wear jeans, sandals and graphic tees. I was much more of a skirt and blouse girl. She was easily a C-cup t...

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Transsexual Treasures

by dirtyjoe69 on Sep 14, 2017
Transsexuals & Crossdressers

My name is Steve and I am a thirty seven year old divorced male. I am considered good looking. I am very tall standing six foot seven and have a good build for my size. My marriage didn't work for many reasons money, being too young were a couple of them but the biggest reason was sex. I wanted it and she didn't. It always seemed to be a chore for her and wh...

Boat Cruise

by ddf_21s on May 2, 2014
Transsexual

You are John Doe, 18 y.o., son of John Doe, the very rich lawyer in Miami. You live with your father and hot stepmother. Your mother is still amazing woman, with a body all your friends drool on, but your father left her for younger woman with even larger tits. Or maybe it was she who initiated divorce, being tired of constant cheating. Yes, that's true, you...

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Tina's Secret

by Wannabe Chick on Sep 13, 2017
Transsexuals & Crossdressers

Note: For those of you who have followed my work, I apologize for my long absence. I've been focusing on other genres lately and that has taken up much of my writing time. Now I am ready to return to my true love, transsexuals. I hope you will find it worth the wait. I also want to mention that this is my first foray into watersports. If you guys like it or...

How to Just Get More Kinky

by Decayed Angel on Dec 12, 2018
How To

Sex, isn't it grand? Especially considering the amazing wide variety of persons, places and things there are out there to fuel our sexual appetites. Considering the many odd fetishes and sexual practices that people indulge in or fantasize about, erotic writers have a rich fertile place to look for story ideas. Of course this rich fertile place for story...

Annonymous Night

by FelixFontaine on Sep 13, 2017
Transsexuals & Crossdressers

Oh man, is it dark in here. I've been waiting for hours, or at least it feels that way. Suddenly, I heard the door, and the click of that silver bedside lamp. She sat down next to it, and the pinkish bulb made her skin look soft, and warm. She leaned back playfully on the bed, looking up at him. I felt the blood rushing inside of me as I strained to see al...

Top Tranny

by Sucker4Gurls on Sep 19, 2017
Transsexuals & Crossdressers

I knew it was a tranny bar. I had worked down the street for almost four years and had heard all the stories. Our parking structure was just across the street from Fern's Place, so many of us had occasionally seen what we believed to be transsexuals. And although I had a fascination with shemales I had never been in the place. Tonight was different. My wife...

Bisexual Black Man's Paradise

by Samuelx on Sep 12, 2017
Transsexuals & Crossdressers

The name is T.J. Brown. I'm an engineer working at Walpole, the toughest correctional facility in the state of Massachusetts. My days are spent reading books, exercising and occasionally tussling with other workers. The facility is undergoing some expansion and I'm the lead engineer on this gig, working closely with the architect. Such is my life these days....

Slavery in America

by Loeman on Jul 22, 2016
Interracial

In a not so distant future, race relations in the United States have taken a drastic turn for the worse. Repeated, unceasing race riots plagued all the major cities. Looters roamed the streets for years straight. Government employees were continually assaulted or even killed, businesses ceased to function, the complete collapse of society was imminent. In de...

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All Woman

by MissMonica on Sep 16, 2017
Transsexuals & Crossdressers

Michelle brings me to her favorite party Dungeon. Women and men and those of gender undetermined are all in various states of undress; lots of leather, tattoos and piercings are visible. There are those who are strapped to cuffs, being whipped; nipples, cocks and clits being tortured between sessions of cruelty with floggers. My own clit feels tortured, watc...