Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

The Hermaphrodite's Curse Ch. 09

by Cleophila on Sep 15, 2017
Novels and Novellas

PART TWO - CAMBRIDGE - 2 - Pembroke College is one of Cambridge's oldest and best regarded. As the cab pulled up on Trumpington Street, Gabe and Saphy were confronted with the building's impressive historical façade. The chapel, designed by the legendary architect Christopher Wren, is a neat, elegant, classically styled building that drew Gabe's attention...

A Game of Basketball Pt. 03

by phoenixcinders on Feb 12, 2019
Transgender & Crossdressers

Here's part 3 of this tale. As always, it includes a girl's dick going into boy butt. It takes off just after part 2. All characters involved in sex are 18 or older. * The weekend arrived and I realized I left my phone in the locker room. Trying to get into the school when no one's around is like trying to get into Fort Knox or Alcatraz. No way it was goi...

The Perfumer

by JonThomas_ on Jan 7, 2018
Transsexuals & Crossdressers

Hello all, this is your ever so humble, nearly omniscient narrator. I'm back with the somewhat unusual story of Pierre "Pepe" Le Pew. He's a self made man. For the last ten years of his life, he's built a small but profitable perfume company. He's been somewhat of a mad scientist, single minded in his pursuit of the perfect fragrance. It would smell great...

Jeff Explores His Fantasies

by majorpayne_1342 on Apr 13, 2020
Transgender & Crossdressers

It has now been nine years and I never thought things would turn out the way it did. At first, I was skeptical because this was a whole new experience that I've never heard of. However, the more knowledge I received about it, the more excited I got. It brought out of me a desire and a passion hidden inside that was begging to come out. It all started with a...

Breeding Natalia

by sweetsatine on Jul 3, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Nathaniel Geller had been a young, up-and-coming salesman at MedZ who'd shown great potential. In just a few years, he made his way from ambitious college graduate to savvy junior manager. Risky ventures that others were skeptical of luckily always seemed to turn out succes...

Hypergirl

by DiamondStar on Nov 30, 2018
Transsexual

Samantha Kirk is a young and reverse college student. Despite being reversed, Samantha has a body that most women would love to have. She is six foot tall with a slim figure. She has perky C-cup boobs, a cute bubble butt that you put stand a quarter on, and nice long legs. She was not always Samantha. She was born as Rick, but she started transitioning at 12...

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IrreFutable Changes

by D0Wh4tever on Aug 17, 2020
Fetish

In the medical world, it got called the Hormone-Oriented Sexual Transmutative Disease. The disease was transmittable through sexual activity and, as its symptoms and causes became more well-known, it got classified as an STD (Sexually Transmitted Disease) very quickly. Many people were fearful of the disease. They were never sure if they'd catch it, nor how...

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Hotel Surprise Temptation

by Subman666 on Jul 15, 2020
Transgender & Crossdressers

The best visit to Chicago, my hotel bar fun, and juicy Italian Steak Sandwich. During my last trip to Chicago, I made sure to leave time to get out, see some sights and get a local Italian Steak smothered sandwich. The real purpose of that Chicago trip was to learn about some of our company's new software products. We spent about 8 hours each day, testing...

More than Friends

by phoenixcinders on Jul 4, 2018
Transsexuals & Crossdressers

Chapter 1 Love and Learning the Hard Way It's hard to believe that I, Kevin Peterson, get to have Jessica Graceson to share a dorm room with. I know what you're thinking, why on Earth would any college allow a guy and a girl share a dorm room? Well, Jessica isn't an ordinary girl, she's spectacular. She's amazing! She's my best friend. She's the world to m...

Sarah has Some Thanksgiving Fun

by SarahCD on Dec 3, 2018
Transgender & Crossdressers

I first published this story a few years ago. Since then my writing skills have improved a little. While I cannot change what actually happened to me, I have added some more details and corrected some grammatical mistakes. --------- I felt like going out as Sarah and being a naughty girl. So I advertised on Craigslist for a naughty play mate. I had a prom...