Shemale Girlfriend Stories

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Rebecca's Secret Ch. 02

by Wannabe Chick on Sep 12, 2017
Transsexuals & Crossdressers

Synopsis: This story is partly based on fact, partly a fantasy. It is the story of a young man on vacation with his girlfriend and the night they have sex for the first time. The girlfriend has, up to this point, been reluctant to try sex. The big night finally comes for the two of them and the young man realizes, at last, what has made her so hesitant to sh...

Magic Marker

by Kazza on Sep 3, 2019
Fantasy

The origins of the magic marker are unknown, only that tales of it's exploits have been told for centuries, a magical artifact that can change both mind and flesh with a stroke. Earliest reports of the artifact state that it had been a quill once before slowly adapting to the writing instruments of the twenty-first century. It is said that the marker has alm...

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SheMale Sirens Ch. 04

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

I never thought I would wind up in what many would have thought was just some fantasy world. I would have considered myself one of those people who thought it was just someone's fantasy. I happened to stumble upon Anthemusa by total accident, which I would later learn was really how the majority of the men on the Island came across it. I had been heading t...

A Shemale Vacation Ch. 01

by britneyfan on Sep 12, 2017
Transsexuals & Crossdressers

I was eighteen, naïve and horny. After graduating from school a group of us decided to head to Europe for a last trip before having to enter our real adult lives. It was a chance to get completely drunk and have lots of wild sex. At least, that was the idea in our simple teenage minds. As for me, wild sex was something I wasn't exactly familiar with. I was s...

The Society Ch. 03

by Barno on Sep 13, 2017
Transsexuals & Crossdressers

Heidi's erect penis was sliding in and out more easily now. When she first mounted me being gentle wasn't her first priority. It was my first match and I had almost beaten her according to the wrestling judge. In fact many in the crowd of 60 or so spectators had disagreed and showed it by booing the decision, it had been that close a contest. This didn't sit...

Dark Life

by Samuelx on Sep 14, 2017
Transsexuals & Crossdressers

Kiara looked at herself in the mirror. She liked what she saw. A tall girl with long black hair and pale blue eyes. Her skin was light bronze. She stood five feet eleven inches tall in her bare feet. She had just stepped out of the shower and finished drying herself up. Kiara was a pretty girl and she could hold her own against most of the other females out...

Shemale Devil in Disguise Pt. 02

by Chomedey on Mar 2, 2020
Transgender & Crossdressers

Mid-June 2018: About a month has passed since I went back to my parents for work and about 2 weeks went by since I went to that party where I first met Rebecca. Since then, not much has happened because I wanted to distance myself from the group. Although I try to see them as least as I possibly can, I still want to get the gossip from my girlfriend in order...

Addicted to Pream's Cream Pt. 02

by Vodka_Jim on Sep 26, 2017
Transsexuals & Crossdressers

Author's Note: I'm sorry it took me so long to complete Chapter 2 of this story. I plan to be more regularly submitting stories. I have a couple more in the works and then will probably come back to the Pream story line. I hope you all enjoy. I welcome your comments. *********************** My heart is beating so hard in my chest that I can almost hear it...

Hot Ch. 01

by FantasyWorld2010 on Sep 14, 2017
Transsexuals & Crossdressers

Last weekend, I had just taken a shower and was getting ready to go out for the evening. It was a bit early, so I decided to lie down and get some rest. Thoughts of what I saw on the internet a few hours earlier went through my mind and, in hindsight, never realized how much a simple mouse click would change my life. Looking at porn has never been that big...

Pool Party Ch. 02

by GuyIncognito06902 on Sep 26, 2017
Celebrities & Fan Fiction

It's time for a sequel and if you like imagining beautiful celebrities as hot, hung dickgirls with big tits and big cocks then this is the place to be. I hope everyone likes it. This story is COMPLETELY fictional and not meant for people under the age of 18. This is all fantasy and not any kind of reality. The story codes for this are FF, FF+, orgy, shema...