Teen Shemale Stories

11,725 results
Orientation
Length
Source
Infinite Scroll

Allia, Futa-Freak

by TexanBelgianCutie on Mar 7, 2018
Fantasy

Allia felt a strange feeling luring her into the forest outside of the city walls. She felt more and more comfortable, warm, and safe as she approached her destination. Before too long, she came upon a large wooden house in the middle of nowhere. Thirsty, hungry and very tired, Allia had no other choice than to knock on the strange house’s door. “There’s a g...

Open in Reader

Futa Halloween Party

by DenomZero on Oct 31, 2020
Transsexual

This story includes very mild sexy themes and is mostly romance heavy. If any of you have any ideas or suggestions on the story I will seriously consider using them! What I enjoy most in this is the feedback, so don't be shy to give some :D Here's a link to the feedback forum: **https://forum.chyoa.com/threads/futa-halloween-story.3182/ Thank you so much for...

Open in Reader

A Son's Virginity: A Christmas Tale

by silkstockingslover on Dec 11, 2018
Illustrated

Summary: A mom gives her son the best Christmas present ever. Note 1: This is a 2018 Holiday Season Contest story so please vote. Note 2: Thanks to Tex Beethoven, Wayne and Robert for editing this story. 2018 had been a tough year for our family. First, a small fire in our house led to our losing almost all our family photos, among other less significa...

My Speciality

by jazz4bj on May 11, 2020
Exhibitionist & Voyeur

I turned 19 and was pretty sure I was hot enough as a female to get hired by the porn industry and continue working till I am considered a milf. Why specifically? I would love to suck the biggest dicks and swallow the entire thick cum loads. My favorite thing in the world and here is how it went.. Pretty, teen sexy and a nice tanned and toned body with perk...

Shemale Surprise

by silkstockingslover on Oct 21, 2019
Transgender & Crossdressers

SUMMARY: A married man is seduced and taken by a friend of his wife's. EDITING THANKS: Thanks to Robert, goamz86 and MAB7991. NOTE: This story is dedicated to Robert who requested the fantasy...sorry but the story ended up a lot longer than originally planned. ***** "You can stay with Robert if you wish," Mary said on the phone. I looked up from my lapt...

Undead Souls

by MICKYD6910 on Nov 28, 2019
Science Fiction

(All characters in this story are over the age of 18 years old) In the year 2069, middle of Autumn; Ashfield city is the third largest metropolis in the world with a hefty population of around twenty-seven million people crammed together in what you call home. You being Michael Knight. You're an above average twenty-one year old man, with a height of six-foo...

Open in Reader

The Incident

by Evenite on Oct 14, 2015
Fetish

"Three months, three months since I've moved here yet I've still not unpacked everything," you mumble to yourself "Slacker as always". Looking around your one bedroom apartment you notice not much has changed. Packing boxes are still piled unopened in the corner, at least the important stuff is set-up you think to yourself noticing the du...

Open in Reader

Cody Becomes Chloe Pt. 01

by Southernstud97 on Sep 16, 2017
Transsexuals & Crossdressers

Please note this is my first story and I will continue writing if I get some feedback and people enjoy it. Thanks for ready, hope you enjoy! ***** Cody was not your typical high school student. He rarely hung out with friends, never went to any parties, and never really talked to girls. His parents believe that it was only a phase and that next year at col...

Slow Descent into Sissy-Hood... Ch. 01

by Slipperylock on Oct 31, 2018
Transgender & Crossdressers

Beta boy beginnings. It started when I was online, lonely and drunk. I'd been at University for maybe three months at that point, struggling along with a Masters degree in Economics. Unlike my undergraduate years, I had decided to live alone in a one bedroom flat - I thought that with more privacy would come more focus. What I hadn't counted on was that wi...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...