Transvestite Stories

1,024 results
Orientation
Length
Source
Infinite Scroll

The Cottage Ch. 03

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

Michele cleaned herself up as best she could in the bedroom; she only had the small sink but the water was hot and she had some face cloths and towels. She checked the door again and was happy that the chair jammed against the door handle would hold. She shucked out of her skirt and blouse, and her come-stained knickers and hose. She removed her wig and wash...

Fetishville (Adding Encouraged)

by VioletWinters on Sep 26, 2017
Fetish

Welcome to Fetishville! I am Violet, the mayor here. I know you're eager to start so let's get to it. To begin with your adventure, press the "Start Game" button on the right and find your fetish. It is pretty straight forward. If your fetish involves dominating, select [Dominant]. If it involves being dominated or being submissive, select [Submiss...

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A Slut's Triangle Pt. 07

by Kantarii on Sep 19, 2017
Transsexuals & Crossdressers

Kimberly is absolutely gorgeous, but it's her personality that's I find most attractive about her. The way she's swaying her hips in her short, black leather skirt reflects a level of confidence that makes my heart feel like it's going to skip a beat. I admire her - but I also want to be her. Anyway, none of that's relevant at the moment. What concerns me...

Transvixen Tranny Rock Band Ch. 05

by MicheleNylons on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Five: Panti Pops Her Top Cherri had no intention of going to lunch. She read the contract on the bus on the way back to Debenhams and did some mental math. If Wendy was right about the band's success Michelle Murphy could set herself up in her own right. She could move out of home and live full time transgendered until she decided how far she intend...

Biker Bitch Ch. 02

by MicheleNylons on Dec 21, 2017
Transsexuals & Crossdressers

Chapter Two: Caught With Consequences Cameron Rivers' first memory of feeling different to everyone else was when he was eight years old. The other boys liked to play with bikes and toy trucks and toy cars but he much preferred his younger sister's Barbie. But even then he was smart enough not to say so. He used the excuse that he had to play with her becau...

The Good Neighbour Ch. 02

by MicheleNylons on Sep 24, 2019
Transgender & Crossdressers

Chapter Two -- Abigail Thompson Now... Steven Balfour was sitting at the desk in his bedroom staring intently at the computer screen where an attractive mature woman dressed in a business suit was bent over an office table being fucked by a young man. The man had kicked her heels apart and was holding her down on the desk with her skirt hiked up, her pant...

The Awakening Ch. 02

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Part Two -- Resurrection Up in the attic I turn on the standard lamp, unlock the Chubb lock and open the trunk. Nadine is out for a few hours so I can take my time and fully investigate the contents of the trunk. There are layers of skirts; blouses and lingerie all neatly folded. I take one of blouses out of the trunk and try it on. I'm not really surprise...

T Is for Teresa

by BethanyJ on Sep 16, 2017
Transsexuals & Crossdressers

*** Transgender-themed stories which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** It was when I was still living at home, or at least staying there in the college holidays, that Mum came home and found me and Jack Horton lying on the living room floor, naked, and giving each other sixty-nine. She k...

Couples Only: Glory Hole Night Ch. 04

by married40scouple on Jun 16, 2020
Transgender & Crossdressers

Hi All, You don't need to read the previous chapters to understand what is happening, though it would be nice. Really, though, this chapter is about how two male roommates were invited to a party and how their lives changed after that very special party. I hope you enjoy. Feedback is always exciting and I greatly appreciate all your comments. Please enjoy, v...

Living With Libby Ch. 02

by kewtieboy on Sep 15, 2017
Group Sex

Part two: Queer compromise After our first ever threesome, Libby and I talked a lot about sex. She didn't want to actually develop some kind of "swinging culture." In fact she didn't have much interest in other woman being present at all. Libby was used to being the person in control and what turned her on was guys at her beck and call and her as the centre...