Trans Girlfriend Stories

57,006 results
Orientation
Length
Source
Infinite Scroll

Simone

by Sissyhalo1 on May 11, 2020
Transgender & Crossdressers

I'm so sick and tired of my life. It was like I'm cursed. I wasn't a great looking guy in high school with bad skin and bad grades because well... I was poor. My old man was a night watchman and mom was a stay at home mom because she was poor and had no real education past junior high when she started popping us out. So everything was tight and for the m...

Losing my Trans Virginity

by smutts2 on Sep 13, 2017
Transsexuals & Crossdressers

I was 18 years old and itching to have sex like every normal teenager. Years of jerking off to porn had only expanded my imagination and made me want to fuck a girl even more. I was turned on by just about anything and everything except gay porn. Even watching shemales, got me extremely excited because I did not think of them as guys. I thought of myself as...

Dick World

by darkness_drearing on Dec 25, 2019
Bisexual

For contributors As was stated at the top: while there were will be two general threads to go off of (for a guy and girl), feel free to create your own characters or scenarios. The only shared premise among them needs to be that they find themselves, however you decide that happens, in this universe and, as The Eagles would say, "You can check out any t...

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Diva Las Vegas Pt. 01

by tgirl_Mary on Sep 12, 2017
Transsexuals & Crossdressers

My wife Rona was sitting on the sofa with her popcorn as I finished up the supper dishes. "Hal! Hurry up Hal, it's about to start," my excited wife beckoned. "One second honey. I'm almost finished," I answered while putting away the last plate. My twenty-six year old bride of three years had a tendency to get intense when her favorite show came on TV. She w...

The Writer's Muse Ch. 03

by LittleBrain on Apr 14, 2020
Transgender & Crossdressers

Thank you for all the positive feedback for the first two parts of 'The Writer's Muse' and I hope you like the final part as much. Once again I caution anyone who doesn't like the description of sex with a Trans girl to find another story in a different category. However, for those who like the genre and haven't read my story 'Leftovers' yet I have now mov...

How To Date a Demon King

by Cyberweasel89 on Jan 9, 2021
Romance

It was eons ago that Hell was gifted to the demons by the angels of Heaven. Well, perhaps "gifted" is the wrong word to use. Demons were forced to stay there, never to again plague the surface en masse. Upon their forced migration, their new home was thrown into chaos as the demons fought among themselves for supremacy. One demon rose above the res...

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Writing Healthy Relationships

by yumeko on Sep 16, 2017
Reviews & Essays

I love written pornography. From the time I first discovered the written pornography in magazines when I was young, the written word has always been my favourite way to get off. And perhaps that should have been a clue to me, because I found out later that supposedly boys and men prefer visual material, but at the time I didn't much care. I only cared that r...

A Late-Night Visit

by Alex_Lockheed on Jun 15, 2020
Transgender & Crossdressers

Hi all, just a quick one this time, nothing complex. As usual, it's a trans story involving a girl with a dick. The guy is the top, the t-girl is the bottom. Hope you enjoy it :) * * * * It was 1 am. There was a knock on the door to my holiday villa. The sound echoed through the little building and onto the small veranda at the back. As I sat reading under...

How to Write Realistic Transsexual Characters

by TGirlNerd on Sep 1, 2017
How To

Table of Contents [1] Introduction: [2] Who are transsexuals? [3] Who are cross-dressers and transvestites? [4] What are cross-dressers and transvestites like? [5] How can I relate to my transsexual characters and get into their heads? [6] What terminology should I use? [7] What terminology should I avoid? [8.1] What do trans women look like naked?...

Teen Boy Becomes a Girl for his BFF Pt. 03

by SissyKelly on Dec 5, 2017
Transsexuals & Crossdressers

I was fucking stressed. After fucking me in the ass and filling me with cum at his house, then cumming all over my face at the tree, me and Ryan hadn't had another chance to hook up in weeks. Sure, we still texted and exchanged photos and jerked off to each other like crazy, but since my parents divorce that was harder to do as my mum gave me little privac...