Transgendered Stories

430 results
Orientation
Length
Source
Infinite Scroll

Michele Nylons' True Stories Ch. 05

by MicheleNylons on Jul 14, 2020
Transgender & Crossdressers

This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...

Alpha Gamma's Secret Ch. 2

by Wannabe Chick on Sep 11, 2017
Transsexuals & Crossdressers

-4- Molly awoke to the annoying sound of her alarm beeping. Groggily, she reached over to her night table and turned it off. It was 7:00 AM, way too early for a 19-year-old college girl to be awake, in her opinion. As she stirred, her girlfriend wiggled up against her, eager for body heat. Molly smiled and looked over at Gina – her girlfriend, lesbian lover...

Helen Ch. 03

by Philippasubmaid on Dec 20, 2017
Transsexuals & Crossdressers

This story is a graphic tale of a Dom and his very submissive transgendered male. If you are offended by tales of BDSM and sex between consenting adults then read no further... other wise enjoy. Feel free to leave honest comments or suggestions, it really does encourage those of us who write to continue... ***** She was stretched tall, and naked, I knew...

The Hardest Answer: Ex-Lover

by cawastedyouth on Sep 16, 2017
Non-Erotic

That Saturday morning around eleven in the morning, Julia parked the car in the large structure and climbed out eagerly looking forward to the events around the corner. Lauren got out of the car with apprehension. She looked around nervously the parking structure. There were all sorts of people getting out of their cars, some wearing costumes and chanting ex...

Maria Ch. 02: Continuing Explorations

by Ruggerdog on Jan 7, 2019
Transgender & Crossdressers

Continuing Explorations - with Gina? After that first night with Maria, I was a bit confused about how I felt about what had happened, but rapidly decided that I wanted to see her again, and experience more of it. I called her later that day, to thank her for a wild night and to make plans to see her again – as soon and as often as possible. On our second...

Where Am I?

by BigAndy922 on Sep 25, 2017
Transsexuals & Crossdressers

I was at the bar on a Saturday night drinking as usual. I was scoping out the girls and hoping I could find something to spend the night with. I found absolutely nothing. I continued to drink and drink and drink until I blacked out for the most part and can't really tell you anything after that. When I came too I was in what appeared to be a woman's room, th...

A Few Notes from Mindy

by mindyrose on Sep 17, 2017
Non-Erotic

Dear Literotica Readers: Some random thoughts, in no particular order, about my story that don't seem to fit into my narrative but should help you know me better, which should help you understand the themes of my transition stories... Thank you to all of the people that have left me positive comments. I haven't been writing the stories for public approval;...

Randi's First Date

by Travel_by_day on Sep 15, 2017
Transsexuals & Crossdressers

Roger prepared for his transformation as butterflies filled his stomach. He had transformed hundreds of times before but this was the first time that someone would be seeing him in person. As Roger took a bath and shaved his body to remove all traces of hair, he thought back on what had brought him to this point. As far back as he could remove, Roger had l...

Human Toilet at the Club Pt. 04

by RedFaceDisgrace on Jul 29, 2019
Fetish

All characters depicted in this story are over the age of 18. Chapter 8 I have only been a toilet for a few hours, but time moves slower when you have shit in your mouth. Ms. Stone's diarrhea was brutal. I felt shell-shocked, and was convinced the shit inside me was eating away at my brain. It's as if I'm turning into a real toilet, losing my humanity one...

The "Dresssmaker"

by Classygloves on Sep 18, 2017
Transsexuals & Crossdressers

I was all excited. The emerald green satin evening gown that I had purchased on Bay was just delivered. I had been planning for months to dress up and attend the gala ball at Fantasia Fair, an event held every year at Provincetown, Massachusetts for transgendered persons and cross dressers. I nervously opened the package and hurriedly undressed to try on thi...