Crossdress For Girlfriend Story Stories

366,726 results
Orientation
Length
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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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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...

Confiding in My Hairdresser

by Leighharding on Dec 19, 2018
Transgender & Crossdressers

I've always had a great relationship with my hairdresser, Mary. She'd been cutting my hair for years and we probably shared a few more details than we should about sex, she made me laugh at some of the naughty stuff she'd been up to! On occasion around a year ago, she came to the new house that I'd just moved into with my girlfriend to cut my hair. The cha...

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...

Tinder Pt. 02

by TwistedPanties on Jan 22, 2020
Transgender & Crossdressers

I appreciate you all asking me for more of the story - It would be hotter if you begged ;) Sissies can be so over-eager... (Keep the feedback coming please, Sweeties) Background: Bryan's roommate Caitlin has just discovered his crossdresser girl Tinder profile, while her friend Allison was swiping for a new girlfriend. Bryan is in the kitchen with a baby...

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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Just a Normal Couple

by Feinux on Sep 25, 2018
Transsexuals & Crossdressers

To the untrained eye we look like just another normal couple walking down the street. Beautiful girl with a handsome guy, both smiling and laughing, holding hands with each other. But if you were to look a bit closer you would realise not all is as it seems. You see, my name is Paul and I am the beautiful girl. My girlfriend's name is Sarah and she is the ha...

Learning to Crossdress Pt. 01

by crossdressme70 on Sep 15, 2017
Mature

I am a "Closet-Crossdresser" - something my wife would not accept, but a secret I indulge in whenever she is out of the house for a while. This is my story of how a beautiful older lady, who had a "fetish" for lipstick, nylons, high heels, and lingerie, introduced me to the pleasures. It was the late-1980's, we had just moved from a small town in the UK, t...