Shemale Maid Stories

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Orientation
Length
Source
Infinite Scroll

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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2016 Literotica Reader's Choice Awards Winners

by Literotica on Sep 16, 2017
BDSM

The stories and authors below were chosen by our readers as the best of 2016, in voting which took place here. Though these are not the only wonderful authors and stories on Literotica, they are worthy of praise and recognition. Thanks to all of the writers for providing us with hours of hot reading, and to all of the readers for your input, support, and a...

Fetish Life

by Kinkyguyohmy on Apr 20, 2020
Fetish

You wake up just as the alarm on your phone blasts a corny jingle right into your ear. You lazily stretch, pull your covers off your body and slowly rise from your bed. You meander over to the mirror that hangs on your door and look at your reflection. A teenage boy with light brown hair, glowing grey eyes and an average build stares back at you. You smile....

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Mommy Adriana, I Will Obey You

by Gretatv on Sep 13, 2017
Transsexuals & Crossdressers

Dear Readers, since I am open to suggestions from now on I will start my stories with a recap of what has happened before. * Finally we were on our way home. Interestingly neither Mommy Adriana nor Mistress Andrea had cuffed or gagged me. So I just sat in the back of our car. During the short drive I had some time to think about what had happened in the p...

The Society Ch. 04

by Barno on Sep 13, 2017
Transsexuals & Crossdressers

I have a little explaining and an apology to make. The last installment of The Society, called The Society part 4 was uploaded by mistake. If you are following this story you will find that the first part of this installment is very similar to part 4. Please take this story for what it is, parts 1 through 3 and then followed by this installment, part 5. Sorr...

Trailer Trash Tranny Ch. 07

by Travel_by_day on Sep 26, 2017
Transsexuals & Crossdressers

Chapter 07: Odyssey Jeannie boarded the bus in Omaha, excited to be finally moving to New York City and starting her dream. In her hand, she was clutching her tickets to New York and a catalogue from a school in New York that offered a fashion design degree. She could feel her heart beating quickly in her newly enhanced chest. Unlike the clothes which Jean...

The Cabin

by Miles63 on Sep 18, 2017
Transsexuals & Crossdressers

Author's Note: I have had this story stuck in my head for some time, I hope you enjoy it and it is a bit long. Don't worry, I will get back to my other stories soon, promise. "Edited 20/07/14" * * * Jake looks at his watch in frustration, they should have been at the Cabin hours ago. Mike is driving through the woods, looking at his Sat-nav like he wants t...

The Deviants' Room

by sissyrikki17 on Oct 14, 2017
Transsexuals & Crossdressers

Upstate New York, 2007 - Day 1 They all kept talking—bitching—about "sloppy seconds" but if you're drunk enough, and these guys were drunk most all the time, you don't really care about dipping your wick into a hole filled to overflowing with other guys' junk. You just stick it in, numbly hump for a few minutes, then make your own delirious contribution to...

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...

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BBC Shemale: A Beginning

by silkstockingslover on Sep 9, 2019
Transgender & Crossdressers

Summary: A lonely white woman in a gated community befriends new black neighbour. Note 1: This is a Summer 2019 Contest Story so please vote. Note 2: Thanks to Tex Beethoven for a massive edit to this story. Note 3: Thanks to Tex Beethoven and Robert for editing this story. BBC Shemale: A Beginning "Thanks for stopping by," the very pretty black woman, m...