Transsexual Fucks Guy Stories

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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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Fun in Dallas with a TS

by Stryk on Sep 16, 2017
Transsexuals & Crossdressers

This is the story of one of my first experiences ever with a TS. All of my stories are 100% true It is my goal to one day be able to tell all of the sexual escapades I've had, largely thanks to the Internet. I am an average looking, slightly overweight guy. I am no stud or jock by any means. . I'm about 6'0 and just over 200lbs. Slightly overweight, defin...

The Secret of the Island Pt. 01

by neoview on Sep 25, 2017
Transsexuals & Crossdressers

Hello, this is my first story I upload (not the first story I made). I am sure I didn't do a good job expressing my thoughts so please excuse me. You will notice the walls of dialogue and not so much "explaining". That's just my style but I hope to improve for the future. Anyway I expect some constructive criticism but please use simple words, I'm not stupid...

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...

My Journey to Heaven

by Corina84 on Sep 14, 2017
Transsexuals & Crossdressers

How did I end up here? I couldn't believe what just happened! I was in a daze from what I just did. I was neither sickened or disgusted by it, I was just surprised that I had come so far. Here I was, on my knees with cum drizzling down my face. Something that I have fantasized about for years, but was never able to gather enough bravery to step out and try...

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....

Somali Muslim Swingers

by Samuelx on Oct 24, 2018
Transgender & Crossdressers

"That was definitely a fun night," Hodan Yasser-Ali said to her husband Bilal Ali as they lay in bed together, basking in the warm afterglow of a good fuck. Earlier, they had a third party in their bedroom, and said third party definitely left a mark on them, in more ways than one. It was the couple's very first threesome, prompted by certain sexual revelati...

Lisa, the TS Escort

by heywood26 on Mar 28, 2018
Transsexuals & Crossdressers

This is my second transsexual story for Literotica.com. (By the way, I wish they'd separate the transsexual and cross-dressing category.) I had a mixed reaction to my first, but c'est la vie. I write these stories for me. It's good to hear feedback, and I learn a bit from everyone's input (thanks). The author does not condone or recommend illegal activity, a...

Sawsan, Liban and Joanna

by Samuelx on May 14, 2018
Transsexuals & Crossdressers

Meet Liban Sheikh and his wife Sawsan Aoun-Sheikh, they're a lovely couple living in the City of Toronto, Ontario. Liban is six feet tall, slender, with dark brown skin and curly dark hair. A fine exemplar of Somali-Canadian Muslim masculinity. Sawsan is five-foot-ten, curvy and sexy, with long blonde hair and lime-green eyes. By all regards, they appear to...

Mass Effect: Purgatory Ch. 01

by devand38 on Sep 11, 2017
Transsexuals & Crossdressers

WARNING: TRANSSEXUAL CONTENT The story you are about to read is fanfiction and in no way do I take credit for the characters that are present within. This is based off of the established video game Mass Effect and the setting therefore belongs to its developer, Bioware. That being said, regardless of whether you are familiar with said franchise you can stil...