Transvestite Stories

1,024 results
Orientation
Length
Source
Infinite Scroll

K is for Karla

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! *** As I rounded almost the final corner heading home I was feeling pleased with myself. Just about my most successful outing ever. It had gone so well, the driving, parking in the shop car park, walking up towards the en...

G Is for Gemma

by BethanyJ on Sep 14, 2017
Transsexuals & Crossdressers

*** Stories with transgender themes which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** It all really started on a Monday. One bright sunny Monday, early summer, an unusually warm day for June in England. And it really was stupid thing to do. Sun-bathing in a bikini in my back garden, that is. I'd o...

Barrack Room Betty Ch. 05

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Five - Boys Will Be Girls The three Wrens and three Leading Recruits were sitting engrossed in the movie. Michele rested her head on Jason's shoulder and they were still holding hands. Jean was reaching into Mary's popcorn bucket every few minutes, chewing popcorn around swigs of beer; he was enchanted by her perfume and found her very attractive...

Jeff and Marlenes Adventure

by Marlene on Sep 16, 2017
Transsexuals & Crossdressers

I have a lot of male friends. Of course that's not too unusual for a girl like me. If you're a regular reader of my stories you know I'm a transvestite. And any good looking transvestite has her pick of men. Some of them are simply friends and some are lovers and some are a combination of the two. There's this one guy named Jeff that I have a real thing fo...

Michele And The Predator Ch. 05

by MicheleNylons on Jul 15, 2020
Transgender & Crossdressers

The Predator walked over to one of the stalls and grabbed a handful of toilet paper from the dispenser and then strolled over to the ottoman. He looked at the transvestite whore lying there, her lovely blonde bob and white nylon blouse were covered in the biker's semen, her stockinged thighs spread wide crudely displaying her red nylon panties soaked in her...

Adventures in Nemesisland Ch. 01

by SlaveNano on Sep 19, 2017
BDSM

The metal tips of her stiletto shoes clicked against the black and white chequer board floor tiles; each step instinctively, without thought or effort, alternating between black and white. As she made her stately progress across the tiled floor she mused on the aptness of the symbolism that reflected the extremities of the world she inhabited and held sway o...

Mistress of the Air Ch. 12

by SlaveNano on Dec 16, 2017
Sci-Fi & Fantasy

Lady Sally spent most of the night in the gondola watching the descent of the airship through the storm, taking time out only to release the slaves from their bondage and send them back to their quarters. It wasn't until the early hours of the morning, after they had left the storm behind, that she retired. Thanks to Captain Wyndham's skill and determinati...

My Brother's Ghost Pt. 04

by Kantarii on Sep 16, 2017
NonHuman

Standing beside Scott's Camaro with the door propped wide open, I'm utterly flabbergasted as my jaw drops. In my hand is the pair of red satin panties stolen from my hotel room last night, covered in cum stains. I want to vomit at the very sight of them, let alone think about Scott masturbating on my panties. The longer I look at them the madder I fucking ge...

Barrack Room Betty Ch. 12

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Twelve - Pleasuring an Old Friend Ark Royal sailed for her deployment in a small Task Group of three ships and on the first night Barrack Room Betty's opened for business and was an instant success. At first the main earner was gambling and booze but as the ship got further away from her home port the temptation for the punters to 'tap' the attracti...

Mandy Has Fun With Eddie

by easytvgirlmandy on Sep 16, 2017
Transsexuals & Crossdressers

Amanda's luck as a closet transvestite had definitely changed for the better once she had confided in her life long genuine girl friend Hannah. Over the period of a couple of years Hannah's support had yielded numerous skirts, nightwear, make-up and one of the most beautiful layered petticoats a woman could ask for. Mandy, as she liked to be called by friend...