Transgender & Crossdressers Stories

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My Husband a Pornstar Ch. 04

by gtanya on Mar 21, 2018
Transsexuals & Crossdressers

Chapter 4: Conclusion Here is a small brief of what has happened till now: My fairy husband had been seduced by a strong man at home and then had agreed to be a sissy pornstar. Fairy new master had trained him as a sissy to perform in a gay movie without his knowledge that he was making a sissy trainer porn movie the whole time. I found out and threatened...

Self Esteem Ch. 01

by falloutmk on Sep 16, 2017
Transsexuals & Crossdressers

Vivian was a girl of many continuum's & spectrum's; she was for all practical purposes bisexual, though she preferred the word queer because she spat on the ideas of conformity. She was that type of girl, who loves to spit, an angry young femme who looked pretty punk rock. With her 3 inch platform boots with the union jack on them to her red fishnets and mat...

The Hitchhiker

by hydrangealawrence on Oct 8, 2019
Transgender & Crossdressers

I shade my eyes and scan the road. It's been at least half an hour since the last car. The heat radiates off the asphalt. I lick my parched lips. I'm almost out of water. I spot a vehicle approaching through the shimmer. I jut my hip, stick out my thumb, and hope. A rusted Ford pickup rolls to a stop in front of me. A man in tinted aviators and a sleeveles...

Anal Tonight

by AlinaX on Mar 2, 2020
Transgender & Crossdressers

Mark looked at me quizzically as he closed the front door and shrugged out of his coat, draping it over the banister. "There's something different about you," he said. "Have you been to the salon? And is that... Are you wearing a push-up bra?" "Do you like what you see?" I asked, trying to sound seductive and not terrified. He nodded, his lips curling into...

A Beautiful Nightgown Made of Silk

by lynntg0444 on Mar 18, 2020
Transgender & Crossdressers

For as long as I can remember, I always wanted to wear girls clothes and would indulge that desire whenever possible. I would always sneak to try on my girlfriend's lingerie, which was usually very boring cotton stuff. One weekend during spring break from college, I was staying at my uncle's vacation home on a lake, and met some neighbors. They invited me to...

Anal Training Ch. 02

by Catchandrea2397 on Jan 20, 2020
Transgender & Crossdressers

Are you ready to be a good obedient sissy pet? Well shall we begin day 2 of training. Have you got everything I asked for last time? Good. Today you'll need: - Bra and panties - Lube - Butt Plug - Vibrator Get these things and lay them out on the bed. Go shower. I want you nice and clean. Clean now? Good. Now I want you to crawl naked to the...

My Sexy Changes Ch. 05

by TaraJaden on Apr 21, 2020
Transgender & Crossdressers

I wore a white dress that came down to mid thigh and had frilly shoulders that barely held onto me, the neckline exposed my chest showing the little bit of cleavage I could form. I matched my dress with white low heeled shoes and once again curled my hair so it would just touch my cheeks. When I arrived at Alex's house he answered the door and invited me in...

Booted for Daddy

by booteddesire on Jul 15, 2020
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Danny adjusted the skirt as he walked into the club. It was his first time dressing... and truth be told he wasn't really sure why he was dressed up. His girlfriend was at a bachelorette party for the week and he decided to say screw it and go out and to wear his girlfriends cloth...

Unorthodox Methods Pt. 03

by EliHaze on Mar 25, 2019
Transgender & Crossdressers

Author's Note: Please read Unorthodox Methods 1 and 2 in order to jump right into this one! This will be the final chapter. ***** Before I could settle into a moment's rest after receiving my fourth load of cum, a man (presumably the one who had fingered me earlier) began pushing on my legs. He stretched them above my head, but I was too exhausted to hold...

Babygirl Ch. 04

by AdamWestie on Jul 13, 2020
Transgender & Crossdressers

Mummy drove me out into the countryside to what looked like a stately home like you might see in a period drama. Once again I was made to take off my dress by the receptionist. A nurse led me into a tiled bathroom where she placed a tube up my bottom and filled me up with a warm water and soap solution. "You need to be nice and clean for the doctor". I had...