Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

The Path to Happiness Pt. 02

by brendachaplin2000 on Sep 24, 2019
Transgender & Crossdressers

Chris picked up his car keys and lead me out the door with my arm in his. He was taking me out for dinner. I felt like Julia Roberts from Pretty Woman. Chris to took me out for a lovely dinner at a 5-star restaurant, no one paid me any attention other than a few men eyeing me up. We drank Champaign, ate Michelin star food. He drove back us back to his apa...

Snakecharmer

by Dar_Jisbo on May 7, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** My dad and my mom were both 31 when I was born. One of those storybook romances -- high school sweethearts, both went to college at the same local school, they graduated, got good jobs, got married and eventually had a son. But for Mom, it was not to have a storybook ending. Whe...

Blossoming Shemale Ch. 03

by TheTitLover on Sep 25, 2017
Transsexuals & Crossdressers

This is inspired by tawnysuede's Reluctant Shemale: http://www.literotica.com/s/reluctant-shemale If you enjoyed it, I hope you'll enjoy this series. A note on political correctness: I have come to learn just a tiny bit about the transgender community, and by that I mean that I've learned that words such as shemale, transsexual and dickgirl are offensive...

The Kingdom of Hafizar

by Samuelx on Feb 12, 2019
Transgender & Crossdressers

The Kingdom of Hafizar, which is bordered by Kuwait to the north, the Kingdom of Saudi Arabia to the South and is considered the smallest of the Gulf States, stands at the doorway of progress and peril. The Kingdom has a population of three million inhabitants, most of them centered in the three major cities, Al-Mokhtar, Behar and Thobar. Ninety percent of t...

Meadows

by Dar_Jisbo on Sep 23, 2019
Transgender & Crossdressers

Thank the deity of your choice for Moore's Law. By 2030, computers were bumping up against the speed-of-light limit, but thanks to technological breakthroughs making the circuits smaller, as well as advancements in parallel processing, Moore's Law continued to hold. And by 2035, we'd reached "the singularity", where computers (androids, actually) could des...

Autumn by Marina

by ashleyw_xoxo on May 19, 2020
Transgender & Crossdressers

1. The Setup Marina and I had developed a friendly banter for over a year at work. She was a fit 26 year old, 5'8" tall, with curly brown hair dyed red to her shoulders. Early on I had asked her out and she turned me down. A few days later she confided that she was a lesbian. After that it was a rare week that I didn't teasingly ask her out again, knowing w...

Autumn by Marina Ch. 02

by ashleyw_xoxo on Jun 8, 2020
Transgender & Crossdressers

The next day was agony waiting to go out with Marina again. I tried to pry into what she had planned for me, but all she said was "just drinks and then some time at my place". So I met her at her place at 7pm, and we went to the bar nearby. After three drinks (probably 5 for me as I always seemed to be finishing hers for her) we went back to her place. "So...

Breaking Barriers Ch. 01

by NicoKleimachs on May 30, 2018
Novels and Novellas

0://Pre-Production Kip's Blog: I always knew I was different growing up. I know what they try to teach you in kindergarten, that everyone is different and everyone is special. That's not the kind I mean. I don't even mean the kind of special because I couldn't hear, and I was fitted with large, colorful hearing aids before I even nailed down the alphabet....

Gina Falls for Friend Yvonne

by 0ExpirationDate on Jun 9, 2020
Transgender & Crossdressers

"How? Is it really possible?" Gina wondered in disbelief. A tiny niggle of a feeling at the back of her mind had started months ago. She had been refusing to allow it to come into the light. Despite this, the niggle had blossomed. It had started with a seedling of a friendship. That friendship had not only grown but blossomed. She had been trying hard to br...

Husband's Transformation Ch. 01

by Prematurelimphubby on Jun 10, 2019
Transgender & Crossdressers

Brett was sitting at home alone while his wife Mandi was gone shopping. It had been a few days since their last sexual escapades. He was horny and he wanted release. He went to the bedroom and opened Mandi's drawer. He loved her panties and wore them often whenever he was home alone. In fact, he's even wore a pair while she was home. They were relatively t...