Crossdress Story Stories

138,642 results
Orientation
Length
Source
Infinite Scroll

A temporary wedding

by Amira on Apr 22, 2025

Amira was fiddling with her niqab, which was constantly getting caught by the wind. She still didn't like to wear it, as the black garment blocked her vision. She could see only through a tiny slit, unlike the hijab she more preferred. But she was forgetting more and more that she wore it after some minutes. Now outside, Ahmed pointed out that she had to use...

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Barrack Room Betty Ch. 03

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Three -- Michele's Story The four Wrens of Collins Division woke at 'call the hands' at 0640. Doris had got out of bed at 0600 to prepare breakfast and was in the galley. She'd tried her best to do her makeup and dress like a Wren but she still looked like a 'scranbag'; not that it mattered, in the steam filled, greasy kitchen. Her hair was matted...

Grab Bag Transvestite Story

by MicheleNylons on Sep 16, 2017
Transsexuals & Crossdressers

I am a part time transvestite, who, if I do say so myself, looks quite attractive when dressed as a woman. It has taken me years to become adept at makeup and being capable of selecting sexy clothing that is in my size and that suits me. I have also had a number of lovely encounters with other TVs and male admirers. You can read my True Stories on this site....

Forced Crossdressing Stories

by Dayeandknight on Feb 1, 2018
Transsexual

All of these stories share a central theme of Crossdressing. Rather than add yet another story for one of my ideas, new ones will now go here. I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't yo...

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Cameron SPH Multiverse

by Lady Revan on Apr 29, 2025

This story will be both a snowball story and also a place to write fictions and fantasy based on the porn videos,movies and works of Cameron kincade a male pornstar known for both his homossexual and feet videos and for his submissive videos where he almost always goes through some form of , sph, crossdress or cuck fetishism. He actually has a average dick i...

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The Woman Next Door Pt. 01: We Begin

by jableabee on Mar 9, 2020
Transgender & Crossdressers

Do not ever doubt that your life can change in a moment. Mine did. And oh so much for the better. All it took was a knock on the door. On Saturday mornings I take care of my chores: some cleaning, the laundry, shopping, the usual tasks. I'm generally done by noon and then it's time to transform myself into "Barbara", my feminine self. I'll shower, shave, do...

Caged!

by yvetteinpanties on Jun 19, 2018
Transsexuals & Crossdressers

I was a late blooming sissy. Like most sissies-to-be, I had early incidents of trying on my sisters clothes and enjoying the way they felt, but I always viewed myself as a heterosexual who just liked to imagine stroking a nubile female underneath the lingerie I was wearing. It was much later in life that I took the serious turn from being a heterosexual cros...

YORPS

by google2020 on Apr 22, 2025

“Greetings and welcome to YORPS” “It stands for Your own Role Playing story.” “Life is the world of Unlawful is strange and filled with sketchy people, Strippers, Rich Boys, and even crazed dogs looking to tear your pants or skirt off.” “You go to Grandstons High School and you live with fucking awful parents, who thankfully won’t be a part of the story in p...

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Lingerie Does Make the Man Ch. 02

by lingerielover on Sep 16, 2017
Fetish

If you had read my last story you would know by now that I love to wear women's lingerie. I no longer wear guy underwear except when I go to the doctor, I only wear panties. It doesn't matter what type of panties as long as they are either silk or lace, no cotton ones for me. My wife is some what supportive, but she doesn't fully approve either. We have been...

Learning to Crossdress Pt. 02

by crossdressme70 on Sep 15, 2017
First Time

Since relating my "First Experience" to you, I have been re-playing it over and over, in my head, and realise how fortunate I was to meet a lady who wanted to indulge her fetishes with me, and established my desire to crossdress. As I left off, she had me wearing her silk panties, with her kneeling across me, my hands sliding up and down under her half slip...