Transsexuals+&+crossdressers Stories

15,868 results
Orientation
Length
Source
Infinite Scroll

Little Spoon

by Jouleian on Oct 13, 2020
Transgender & Crossdressers

*Author's Note: This story being shared is an actual dream, not a mockery of Transgendered individuals. Please note that his dream is filled with subconscious desires and is no way being used as a form of disrespect to those who are Transgendered. Thank you, JR I dreamt of you last night. I dreamt that we went to bed as we always did when we had the ho...

Dear Matt

by cdtiffanymd on Oct 19, 2020
Transgender & Crossdressers

Dear Matt, I'm so sorry that I took so long to get back to you. Every time I tried to write to you these last few days my wife walked in to the room so I had to stop and hide what I was doing. But the other day I got her. We were in the car and she was driving so I started to daydream about us, We were driving around in your car together one night. Your ri...

Working for Miss Black Pt. 07

by Subtle28 on Apr 9, 2018
BDSM

Sasha just arrived back at Miss Black's apartment building. She was feeling sore from her surprised tryst with Rodger at the sex toy store, but otherwise relaxed and confident. She went and picked up the other items Miss Black told her to get...banana, whipped cream, yogurt, honey, some new lingerie, and the vibrator Rodger used on her. She got to the outsid...

A Wild Adventure With A Prostitute

by Jae_one_01 on Sep 14, 2017
Fetish

I hate to be classified by any of the terms used these days that limit people's sexuality. I am heterosexual, but I also fall under bisexual. That is according to those societal labels. To me I am just a very sexual being that likes different experiences. This one experience I am sharing with you is a true one, it is one I will definitely not forget. I had...

Black Femdom App

by Samuelx on May 7, 2019
Erotic Couplings

What's up, my brother? I'm Hodan Ahmad, a Somali Muslim sister living in the City of Gatineau, Quebec. The six-foot-tall, curvaceous, athletic cutie in the Hijab who simply sets your imagination on fire. That's me. I've got some good news, for all Black men in the Ottawa/Gatineau area who are into BDSM, and female domination. Black Femdom, there's an APP for...

She Wet My Pants

by Eterriswolf on Aug 22, 2018
Exhibitionist & Voyeur

A/N: Under the advisory of an anonymous suggestion I am noting here that this story is a fantasy of mine, and I am a Trans Woman. I have not been tagging this because the tag that exists is transsexuals and cross dressers, and transsexual is an outdated and misleading term and cross dressing is a kink or exercise of expression and not the same as being Tra...

The Aristocrats

by horde on Sep 17, 2017
Celebrities & Fan Fiction

Author's Note: Certain allowances had to be made due to laws, Literotica rules and standards of common decency. * When I graduated from college, there just weren't that many jobs for a history major. I'd gone to school in Chicago, although I'd grown up in Southern California. I stayed there as long as my money held out. But eventually, I had to move back h...

Mike, Robin, & Me Ch. 01

by wileycoyote035 on Sep 13, 2017
Group Sex

You’ve got mail! Sure, that’s a corny way to start this tale, but that’s just how this adventure began. About six months ago, I decided to post a profile on an adult swinger website. I was curious as to what kinds of people were out there, plus I loved looking at the pictures posted by the members. I guess it’s was voyeur in me coming out. My ad was pretty...

Four People Three Firsts

by Jae_one_01 on Sep 14, 2017
Group Sex

This 4th of July was the greatest ever. It started out a slow day with the usual cookouts, but I had nothing planned for the evening. The cookouts were very uneventful so I decided to head to New York City and find something to get into. I live outside of New York City, about 10 minutes away in a neighboring state. I was already high from the marijuana and m...

A Real Life Black Cuckold Couple

by Samuelx on Sep 1, 2017
Group Sex

What's up people? My name is Wendy Darcy-Rousseau and I'm a young black woman living in the City of Toronto, Ontario. I was born in the City of Montreal, Quebec, to a Haitian immigrant father, William Darcy, and a white Canadian mother, Julianne Tremblay. After moving to the City of Toronto for school, I fell in love with this majestic town. I graduated with...