Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

Charm Bracelet

by ClothesSutures on Jul 27, 2020
Transgender & Crossdressers

Writer's foreword: I kinda just wrote this off the cuff, the editing isn't wonderful, there's no structure, I just wanted to do something a bit less intense than what I normally try to do. So please don't judge me too hard for being a poor writer. Also there's no sex in this chapter, but with any luck I'll release more soon. Just wanted to share this for all...

How I Became a Sissy Slave

by Sissy_Sasha on Jul 27, 2020
Transgender & Crossdressers

I had never been so embarrassed in my life. The woman in front of me looked at me with disgust that burgeoned on fear. Seconds prior, I was knocking on her door and ringing her doorbell expecting for a man to answer. This man was Anthony, or at least that's the name he'd given me when I asked. We'd met online a couple weeks ago on a gay dating site. For a...

The Game Ch. 01

by MicheleNylons on Jan 22, 2019
Transgender & Crossdressers

Chapter One - The Quizmaster 21 September 2007 David was feeding the baby when Marie came through the door; she was glowing from her morning run. "Look, mommy is home," he cooed to his daughter who was just shy of her first birthday. Marie leaned back against the breakfast bar, stretching. Her Lycra tights and shirt clung to her body, emphasising the...

The Prisoner Wore Panties Ch. 03

by MicheleNylons on Mar 11, 2019
Transgender & Crossdressers

Chapter Three - Oberst Kurt Wessel "For god sake will you two at least pretend that you like each other," Benny was exasperated. Danielle and Steven both had their roles down pat and had mastered all of the scenes, especially the scenes where they argued or fought, but their love scenes were awful. They held each other apart and pecked each other chastely...

The Prisoner Wore Panties Ch. 02

by MicheleNylons on Mar 11, 2019
Transgender & Crossdressers

Chapter Two - Two For One "I'm not kissing a man and that's that!" Danielle said indignantly. Although Danielle had succumbed to the charms of Mary Mayne she felt that kissing a man was different. Mary presented as a gorgeous sexy femme fatale, Flight Lieutenant Steven Boyd was a stuck-up arsehole of a man. Danielle hated her leading man and Steven despi...

My New GF has a Dick

by DixeenormousToo on Dec 17, 2018
Transgender & Crossdressers

I didn't go looking for a tranny, shemale, dickgirl, or whatever derogatory term a homophobic world has labeled women that happen to be packing a penis. In fact, while I had messed around a little with the man worm, back in college and with a drunken buddy a few times, I considered myself 100% a hetero male, in love with the female form and a total horn dog...

Strawberry Milk Pt. 04

by Sissyhalo1 on Jul 6, 2020
Transgender & Crossdressers

Once I figured out how I wanted to experiment with this revelation on my nanos I decided on Dr. Corey as the start and Jill my porn store sissy. Dr. Corey was fucking me everytime I seen him and I started trying to concentrate as he breastfed from my huge titties. Not out loud but like mentally to my nanos. ~Harder, a harder bigger cock...more sperm, more...

The Sword and the Bone Ch. 01

by DishonoredVillian on Jun 15, 2020
Transgender & Crossdressers

Chapter 1: Discovery Within the confines of an extensive dungeon, two companions found themselves at a passageway leading into some kind of study. They glanced through the doorway to see a two headed monster occupying the room. At the sight of the beast, the two stepped back and hid next to the doorway, hoping the monster did not take notice. Sidled up to t...

The Wyrm's Curse Ch. 07

by Felix921 on Jun 1, 2020
Transgender & Crossdressers

Notes: For anyone who was waiting for this - I apologize. Feel free to leave a comment telling me where to go. For those who weren't, leave a comment and lemme know what you think. All characters in this work are over 18 and completely fictional. Contains magical futanari/female with male genitalia - if that's not something you're into, you may want to skip...

School's Out But Not For Me Pt. 01

by yenfrityler on Jun 8, 2020
Transgender & Crossdressers

This is a work of fiction loosely based on losing my virginity to a drag queen when I was at university. This is my first ever piece of erotica so constructive criticism is welcome! Just a disclaimer for US readers - here in the UK the drinking age is 18. *** I was in love with Lucy from the first day we arrived at university. She was everything I wasn't...