Trans Stories

1,000 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

Trans-Siberian Express

by Jack T. Ladd on Sep 14, 2017
Erotic Couplings

The belch from my companion opposite is followed inevitably by the sound of yet another empty lager can being crushed inside his fat fist. Enough. I dive into my book, determined to enter another reality. My escape had barely begun when the railway carriage connecting door slid open with a hiss of compressed air. That sound, announcing as it did her arrival,...

Trans Dork Love

by PrettyJana on Sep 16, 2017
Transsexuals & Crossdressers

He pulls my shirt down with his teeth; he’s cute like that. I smile at him as my breasts come free. “Love ya’ sexy babe,” I tell him. He winks and goes back to work. I look over at his shirt carelessly tossed to the floor and then back to him, his smooth chest, god, so sexy, I love it. His pecks stand out subtly and I feel the smooth bumps and dips that...

Trans Voyeur Bathroom

by stephonefun on Sep 12, 2017
Transsexuals & Crossdressers

Once upon a time there was born a child. This child was different than most children in that it was born with a vagina and a penis, which made it quite unique to say the least. It was a pretty child, who looked very feminine, but because of the penis its parents decided to raise this child as a boy, and they named him Nathaniel. As he grew up, he met people...

Trans-fer Agency

by KuGo on Sep 14, 2017
Transsexuals & Crossdressers

Working at a Transfer Agency was a boring job, at least it was until I met ... her? The job in itself wasn't boring just very repetitive, having to enter the same information up to 4 times in 4 separate locations just to get things done. I would constantly find myself dozing off in the middle of work. Many-a-time my coworker would have to shake me out of a...

Trans-itioning to a New World

by penbeatsword on Sep 16, 2017
Transsexuals & Crossdressers

I always thought I was a fairly typical guy. I'm a fireman, in a relationship with Melinda, my high school sweetheart. A short curvy blond with chin-length hair and brown eyes. Went to the local community college. Had a chance to study abroad in my junior year, so after struggling through a Spanish immersion class, I spent a semester in Argentina. While in...

Trans Erotica Airline

by obg on Sep 14, 2017
Erotic Couplings

Dear __________ - Sorry I haven't written in a couple weeks but I've been overseas. Had a very interesting experience I wanted to tell you about. Thought you'd appreciate it. You know I've been traveling to Asia for some time. It's a long flight. I've found a way of dealing with the boredom that works for me, but goes against all the "standard" advice. I...

Trans-formation Ch. 03

by Minervham113 on Sep 18, 2017
Romance

"Ian, calm down! That's impossible, she's human." Michelle said, trying to comfort her older brother. "I thought so too, but I'm telling you, she has to be one of us! Her scent... It's like nothing I've smelled before, and when our eyes met..." Ian trailed off, getting lost in his thoughts. "Ian, werewolves are born, not made. She wouldn't have just gone h...

Trans-formation Ch. 02

by Minervham113 on Sep 18, 2017
Romance

Note to readers: I changed Cline's name to Ian. Figured I might as well make any edits early on. Thanks for reading commenting, and voting! ***** As he stared down at her unconscious body, Ian couldn't help but admire her beauty. Even though she was covered in blood, there was something different about her that just him made lose focus. Something that fil...

Trans-formation Ch. 01

by Minervham113 on Sep 18, 2017
Romance

This is my first submission to literotica, the story builds a little slow, but trust me when I say that the wait is worth it. Please remember to vote and comment below if you have time. Also, this is a story about a transgender woman. If that bothers you then feel free to read something else. 18+, NSFW. ***** It was a cold morning as Bella walked the tr...

Trans Desire

by blozo on May 22, 2018
Transsexuals & Crossdressers

This story is meant to be somewhat funny, while also being stimulating to a small group of people who enjoy the unusual fetish of autofellatio, and the larger group of people who think transgender women are hot. It is complete fiction, and in real life, although the author's junk is slightly larger than average, there is no way on earth his short, stocky t...