Shemale Trap Stories

14,575 results
Orientation
Length
Source
Infinite Scroll

Classroom suprise

by william125 on Mar 10, 2015
Transsexual

A recently qualified teacher, today is your first day at Tower sixth form college. You stand at 6' 2" and keep your self in good shape. On your way in this morning you saw a group of girls giggling and looking at you. Obviously talking about the new teacher. The bell rings and a little nervous you welcome in your 18 and 19 year old students. Note to r...

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Room service

by Rookiegag on Jan 10, 2015
Miscellaneous

You´ve been driving all day on the highway. Fear of flying has its massive downsides, like incredibly boring days spent driving to get to your aunt in Chicago for Christmas. You check the GPS app on your iPhone and it alerts you of a motel a few miles ahead. It´s not cheap but not expensive either. Feeling weary to the bone, you decide to get a bed for the...

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Erin and the Shemale

by kimberlykitten on Sep 25, 2017
Transsexuals & Crossdressers

Erin was up bright and early on Friday, getting a good hour jog into her schedule. She didn't have to be in class until two hours from now. As she was jogging, earlier male joggers had passed her by with their eyes directly on her bouncing melons. Even wearing two sports bras and two regular bras weren't enough to hold Erin's gargantuan jugs down. Erin did...

Android of pleasure

by puppywhore on Jan 27, 2016
Transsexual

Welcome to the spérmatos chazí or as the people call it Sperzi. A world entirely filled with shemales. A society build around sex and pleasure though you are not of this world. It was long ago that you died and thought that you finally was able to get some peace though your fate was not peace yet. A great scientist in Sperzi has managed to capture your soul...

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Made Up

by ChewToySub on Sep 15, 2017
Transsexuals & Crossdressers

My first story on Literotica! Hope you like x ***** For the longest time, I've crossdressed alone. I taught myself how to climb into girly clothes, how to roll on tights without tearing them, how to put on my wig without it looking like roadkill. It took time, but I slowly learned how to get myself ready to enter girl mode. But there's a few things I've ne...

Tgirl Fuck Club

by Dostoyevshe on Sep 16, 2017
Transsexuals & Crossdressers

Head spinning, I stumbled into an alleyway and landed behind a nearby dumpster. I'd had a few drinks, and some ecstasy. I'd told my friends that I'd had enough for the night, called a cab, but once I was out of eyeshot, zipped back towards an infamous gay club id been dreaming about ever since I'd heard rumours about exactly what goes on inside. Like a fly...

New planets new experiences

by latexdoll on Sep 26, 2017
Science Fiction

The little blue screen lights up as the video begins, the audio being transmitted directly to your audio implant. "We thank you for choosing Stellar Gold, the finest shuttle service, now with service to all 7 connected Galaxies with 2 more scheduled by 2475. Please enjoy this 10 minute video." The year is 2469 humanity has known that they are not t...

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Goblin breeding slave

by kire5613 on Feb 16, 2014
Fantasy

Kazex was a tribal goblin who lived in the enchanted forest far from civilized society. He lived in a cave with tribal decor, an alchemy lab, and a large sleeping mat. He left his tribe almost a year ago. He felt that he could run the tribe a lot better than the current chief and he spoke his mind off it. That got him exiled but didn't mind. He made a plan t...

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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...

Loraine's Self Bondage Re-Creation

by loraineveritas on Mar 12, 2019
BDSM

The following is my re-creation of an event that happened a few years ago. I had been a sissy slave to Mistress Marie for over 2 decades during which I become a totally submissive slave to Her every desire. I think of Her often as She has passed now. While doing Self-Bondage activities shortly following Her passing my wild imagination conjures up the Mistres...