First Shemale Stories

312,897 results
Orientation
Length
Source
Infinite Scroll

Male or Shemale, Still a Slut

by yeaimbored on Sep 11, 2017
Transsexuals & Crossdressers

So this is a 2 part story. Part 2 is strictly shemale and takes place a few years after Part 1. Part 1 is how Brandon became Brenda, although without the "I took bath and did my nails and shaved" stuff because that's not my thing. It's more tranny sex than anything, so if you're only looking for full on shemale skip to Part 2, they're pretty much standalone...

Spicy Story

by TexanBelgianCutie on Jul 17, 2019
Transsexual

Family Kyle had wildly mixed feelings when he saw his mom walking towards him. He kept his feelings to himself however and forced a big smile to welcome her back from the SpringWood Adult Mental Hospice. He had not seen her since he was child, yet he was glad to see she looked healthy and happy. “Hey Sara”, he grimaced, “How are you? Sara had spent the last...

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Celebrity Shemales!

by Thorsten007 on Feb 6, 2018
Transsexual

Here, you can fuck the shemale version of your favorite celebrities! Feel free to add new celebrities! IMPORTANT: Leave a like for whichever celebrity you want me to write a shemale story for first!What's next? Scarlett Johansson Nicki Minaj Natalie Portman Britney Spears Jennifer Lawrence Margot Robbie Kate Winslet Kate Upton Keira Knightley Emma Watson Ka...

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I wish

by The 72 on Sep 26, 2017
Miscellaneous

You awake in a room with a voice speaking to you. "Ah good, you are awake" it says as you try to check your surroundings. At the moment you are just in a pitch black room and you can't even work out where this voice is coming from. "Don't bother trying to find a way out, I will be letting you out soon. It's just you have been selected to take...

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The Sex Star Ch. 08

by pinata on Sep 12, 2017
Sci-Fi & Fantasy

When Kayla woke up, it wasn't in the department store fitting room she had fallen asleep in. She was in a white room filled with bright flourescent light, almost like a hospital or something. She tried to get up, and realized she had been immobilized... leather restraints bound her wrists and ankles, and another, larger strap encircled her torso just beneat...

Joel Gets Caught by His Wife

by Downforeverything on Sep 18, 2017
Transsexuals & Crossdressers

This is a fictional story written for a fan about their sex life. If anyone else has a story they'd like written for them about fact or fictional events feel free to message me. As always please leave comments or constructive criticism so I can make your pleasure better! * It was Monday afternoon. Joel had taken the day as an opportunity to work from home...

Sister's Shemale Friend

by silkstockingslover on Sep 12, 2018
Illustrated

Sister's Shemale Friend Summary: Family seduced and dominated by an irresistible shemale. Note 1: This is a Summer 2018 Contest Story so please vote. Note 2: Thanks to DarkBreezly for creating the pictures in this story. Note 3: Thanks to Tex Beethoven, Robert and Wayne for editing this story. I came home from work a couple hours early, as our manager...

Just Another Story

by neoview on Oct 15, 2017
Transsexuals & Crossdressers

Once upon a time... "Wait, wait, wait! We're not actually starting the story like this, are we?" Said the short fat kid in his mid-twenties. "I'm neither short nor fat." He said while swallowing his stomach and lifting himself on his toes. "I'm not doing any of that. STOP GIVING THE READERS FALSE INFORMATION!!" The angry non-short, non-fat kid yelled. "H...

SheMale Sirens

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

Of the many mythological creatures invented in the mind of man over time. Some are believable, while others are known to be simple stories created to scare people with weak constitutions or to frighten children at bedtime. Werewolves, vampires, demons... all such creatures are what I am referring to. But the one myth that I had never heard of as a child was...

futapus complex

by redpulse0091 on Jan 28, 2019
Fetish

Erik walks up to the front door of his home and pulls out his keys from his backpack. Unlocking the door and walking inside he takes a moment to stretch. Feeling relieved that finals are over and he isn't going back to school for a while he starts walking to the kitchen to grab a snack. Grabbing a protein bar and an apple he continues to his room, turns on h...

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