Transsexual Stories

1,767 results
Orientation
Length
Source
Infinite Scroll

Muslim Men Love Shemales Too

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

My name is Ibrahim Al-Mahdi. I am a six-foot-tall, lean and athletic guy with light bronze skin, curly Black hair and dark eyes. I was born in the City of Khitan in Kuwait, one of the wealthiest Arab countries out there. My family has been living in the region of Ontario, Canada, since the 1980s. I consider the City of Ottawa my home. Even though I was raise...

Transsexual Sisters Ch. 01

by SplitLicker69 on Sep 14, 2017
Transsexuals & Crossdressers

Part l: Michelle and Nicole are raised in Paris Arthur's note: This is number 1 in series about transsexual sisters Michele and Nicole. They had a minor role in LONG LIVE THE KINKY. * Pierre, a French diplomat and his wife Kathleen, a former Miss Ireland were expecting their first child any day. Kate's Doctor. Francois de la Trios told them she was carryi...

Literotica: The Penalties

by oggbashan on Sep 13, 2017
Humor & Satire

Copyright Oggbashan December 2011 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. ************************************************* This Penalt...

A Black Businessman in Ottawa

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

What's up everybody? My name is Alain Joseph, and my friends call me A.J. I was born on January 30, 1987 in the town of Cap-Haitien, in the north coast of the island of Haiti, and my family moved to the City of Montreal, province of Quebec, in the summer of 1997. I recently graduated from McGill University with a Master's degree in Business Administration an...

Feminine Fate Fulfilled

by mattpantyhose on Jun 15, 2020
Transsexual

Like all of my other stories this one had been already published on Literotica. You can find it here: https://www.literotica.com/s/feminine-fate-fulfilled__ For whatever reason Chyoa doesn't include Crossdressing in the category of Transsexual and doesn't have a separate category for that theme. This story does not include any transsexuals, but I considered...

Open in Reader

Vacation with Aunt

by Alice Dragonslayer on Mar 19, 2018
Transsexual

Hello, you are 18, semi long black hair, feminine build, shy and submissive. You visit your Aunt Katy (looks like Katy Perry) for the summer. She may or may not have a daughter. She has a very feminine house and has a pink car. She dresses pretty hot. Her breasts are perfect and she's in her 30's. She doesn't have a husband and stays in an apartment with one...

Open in Reader

Melissa Ch. 03

by gummidurango60 on Sep 19, 2017
Transsexuals & Crossdressers

As I looked out the window I saw my mom turn toward the house. She peered at me, quickly assessing I was upset she excused herself and made her way into the house and into the office. "Honey, are you okay?" she said taking my hand. "Mom," I cried as I hugged her. "What's wrong?" she asked. "Sean..." I began. "Sean, what's going on?" my mom asked. "I as...

High School Friend Has A Secret Ch. 02

by horneyguy99 on Sep 12, 2017
Transsexuals & Crossdressers

It had been a little over a month since my first transsexual encounter and it still felt like it was yesterday. My night with Michelle had been a night of many firsts for me but I regretted nothing about it, only that I had to hide it from my girlfriend. I wasn't the cheating type and it did bother me to a certain extent that I was keeping this from Brittany...

Dream Lovers Ch. 01

by SplitLicker69 on Sep 15, 2017
Transsexuals & Crossdressers

Chapter 01 (edited) An Accidental meeting Doctor Matt Dillon treated scores of accident victims coming thru the Emergency Room. Cool under pressure, quick and aggressive, his record of successful treatment is impressive. His natural caring heart constantly battled the cool detachment necessary for the concentration needed in treating the ill or injured....

How My Wish Backfired

by Shelly7 on Oct 22, 2018
Transsexual

Hi my name is John, I am an 18 year old boy who loves blowjobs and when I found a strange looking golden coin on my way home from school one day. The coin felt strange in my fingers, but when I saw this small thing beautiful Spanish girl walking down the street, I said to myself " I wish I could get a blowjob" and then my world went black, waking u...

Open in Reader