Shemale Trap Stories

14,585 results
Orientation
Length
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Infinite Scroll

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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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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Sex therapist

by qaz on Sep 1, 2016
Miscellaneous

Who do we follow?What's next? A boy A girl What's next? A boy A girl...

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Girlfriend Trouble

by lovelymess212 on May 29, 2019
Fantasy

You've been dating Sam for a long time, even thinking of popping the question sometime soon. She's perfect in every way, and its near your second anniversary. You have your own apartment together, living with each other to count on. Maybe life is far from perfect, but you have each other. Of course, sometimes life throws you a curve ball. You wake up one mor...

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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...

Have we met before?

by HYjaCK on Jun 1, 2020
Bisexual

Light shone through the curtains, blinding you momentarily as you sat up, taking in the environment around you as there's a knock at the door. Struggling to think, you stand up automatically, putting on a discarded red robe and staggering to the door. Leaning against it, the door knocks once more. "H-hello? Room service!" A female voice from the ot...

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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...