Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

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...

Caught in a New Life Pt. 02

by Fibaro on Jun 15, 2020
Transgender & Crossdressers

(Hello everyone, here is part 2 of the story requested by one of my readers.) Chapter 3 While Monroe was having breakfast the next morning Lena passed by on her way out wearing a white body con designer dress with a black belt at the waist, black sheer pantyhose, a pair of white patent leather heels, big rounded sunglasses and a wide floppy white hat with...

Neighbourhood Terror to Sissy Pt. 03

by Fibaro on Mar 26, 2019
Transgender & Crossdressers

(Hey, so things have been a bit busy lately, but I'm back with another part. I really hope you guys like what I have done with this and as always comments are really appreciated, enjoy.) ***** Mark woke up to the sound of his alarm with a loud groan. Taking the bus down town would take a lot of time and he had pretty much made up his mind that he couldn't...

Lost in a Female's Pleasure Pt. 04

by LucysFox on Mar 25, 2019
Transgender & Crossdressers

Synopsis: Damien had been looking forward to a relaxing weekend free from his abusive father, but things quickly take a downward turn when he's kidnapped and wakes up in a confusingly elegant room and learns that his life is about to change forever. His first training session begins, and he finds himself consumed by unexpected pleasures. Everyone in this s...

Li Min and the Locomotive

by ValoryG on Mar 12, 2019
Transgender & Crossdressers

Young Li Min brakes his old DFH5 Ziyang-made locomotive to a halt two hours before midnight. He dismounts and pulls a track-side rail lever before climbing back up to power the black diesel behemoth onto a siding -necessary so as to not block the main tracks. He turns off the engine, which sputters a little in protest before finally dying. Li Min is a sligh...

From Darker Places than I Want to Feel Ch. 02

by Dreamweaver594 on May 15, 2019
Transgender & Crossdressers

Here is chapter two of a story I first posted on Literotica in 2013; it explores the budding relationship between a college professor and a young woman who has lived a life full of challenges because 'she took the road less traveled.' If you haven't figured it out from the first chapter, this story is more a romance than a roll in the hay. If you're looking...

Twinsies Pt. 01: First Night Out

by Skylar_Macy on May 15, 2019
Transgender & Crossdressers

Hi there. My name is Clara. This is the story of how my twin sister, June, and I became a lot closer. She was always teasing me about the fact that she had been born about an hour earlier, saying that she was older so she was in charge. We were identical twins even though we were different genders. Despite being born Clark, a boy, I looked a lot more femini...

Candy's Fashion House Ch. 06

by Cagivagurl on May 21, 2019
Transgender & Crossdressers

Thanks to Charlie for the editing, advice and support. ***** After a couple of days Lauren still hadn't returned. I called Karla to see if Lauren was staying with her but she hadn't seen her. For the next few weeks the status quo remained. I was living at home by myself. For all intents and purposes Lauren was gone and I was now single. She refused to answ...

Balancing Act

by devoutmalesub on Jun 24, 2019
Transgender & Crossdressers

*Delayed sex for my typical stories. Please remember the category you're in. *More comments/feedback, please. Have the fortitude to not be anonymous. ***** At my last company, I was the fixer. I was brought in to right the ship and save myriad accounts from leaving. Along the way, I built a team stealing other people from other places in the company. Buil...

Tiffany's Deal Ch. 04

by MicheleNylons on Jun 25, 2019
Transgender & Crossdressers

Chapter Four -- The River The app on Tiffany's phone buzzed and she checked it. Stephen Bateman wanted to book her services this evening. She declined his request by simply pressing a soft key. She didn't have time for him tonight, Tina Brinkman had requested that Tiffany come around for a drink. They'd talk about old times and bury the hatchet. Tiffany k...