Transsexual Stories

716 results
Orientation
Length
Category
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Infinite Scroll

Transsexual Clinic Ch. 04

by niteowl2003 on Sep 13, 2017
Fetish

It was some six weeks since Johnny had attended the clinic with Wendy and now he found himself wanting to go there more and more. He could not get DR. Francine out of his mind, he desperately wanted to have her hard cock in him again as he fantasized about leaning forward and sucking on her delectable tits. The thought of his cock rubbing against her body as...

Transsexual Sex with Vinnie and Jam

by BOSTONFICTIONWRITER on Sep 17, 2017
Non-Erotic

Gayle and I were relaxing naked on her bed. She was having a drink and smoking a cigarette while I was just enjoying the buzz that I had from having consumed nearly two full glasses of Jack after having had anal sex for the first time. The next thing that I know, the doorbell rang and Gayle scurried off the bed putting on her nightgown. In walks Vinnie with...

A Transsexual in Bollywood Ch. 01

by Jenish_s on Sep 17, 2017
Celebrities & Fan Fiction

"I'll need you to pick up a new girl from the airport tomorrow." "As you say, boss. Domestic or international?" "International. She will be coming in from Bangkok. Photo dekh lo (see the photo)." I leaned over and took a look at the photo he was showing me on his phone screen. It showed a lovely girl with olive skin and shiny black hair wearing a denim t...

Another Transsexual Massage

by massageguy64 on Dec 11, 2018
Fetish

These are true stories, with the names changed. I wrote a few months ago about a surprise I had when I went to a woman's apartment for a massage. It was entitled "Search for a Great Prostate Massage". You can read that first, if you want, I think the title of this story may be a spoiler alert... I was let in to her apartment and she was decked out in a ver...

The Transsexual Residence

by nddd on Apr 29, 2025

"That's the last of the furniture!" Said the middle-aged man and his movers as they finished putting the furniture into the empty, was-empty, house of the new suburban area. The movers would begin exiting the house as the new proud owner of the house began signing their paycheck and gave it to the head mover. "Thank you for the service! If it...

Microscopic Transsexuality

by DrVictoria on Mar 26, 2019
First Time

Microscopic Sexuality and Lily's Plastic Cock Lily had been told that there was something 'masculine' about her desire. She often thought about what this meant. In an age where we are all over the idea of 'essentialising' and attributing certain traits exclusively to men or to women, is there a sound basis for saying that certain desires belong to a certain...

How to Write Realistic Transsexual Characters

by TGirlNerd on Sep 1, 2017
How To

Table of Contents [1] Introduction: [2] Who are transsexuals? [3] Who are cross-dressers and transvestites? [4] What are cross-dressers and transvestites like? [5] How can I relate to my transsexual characters and get into their heads? [6] What terminology should I use? [7] What terminology should I avoid? [8.1] What do trans women look like naked?...

Kinky Extreme Sex BBW & Transsexual

by mrstanley on Jun 4, 2019
Fetish

Note: If Sexy Feet, BBWs or Transsexuals turn you off don't bother reading this story. The story is written from Jill's perspective. ***** Mature BBW finds a Sexy Trans Woman with a Big Secret * My name is Jill and I am a 55 year old blonde widow living in Las Vegas, Nevada. I am 5'11" tall and wear a size 18 dress. Everyone thinks I am about 40. My ta...

A demon with an evil plan

by neonie on Oct 4, 2008
Fantasy

A transsexual sex demon suddenly conjures up an evil plan while in the demon realm. The sex demon used to be a war master demon, until she had conquered all there was to conquer, now she has gotten bored and wants to do something fun The demon became a sex demon when there was no one left to fight in a war, by becoming a sex demon, the demon could hunt and *...

Make Me Beautiful

by Biggie0908 on Sep 5, 2020
Science Fiction

Evangaline a transsexual woman from corpus cristi texas age 25 began her transition 5 years ago. She had already started to develop breast and a plump round ass. She stood at a height 4'8 and was around 140 lbs. She was fortunate to have very beautiful feminine facial features. She was of Hispanic and African American decent. The females in her family all we...