Shemale Maid Stories

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Orientation
Length
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Infinite Scroll

Mistress Coco School Wayward Boys

by tawnysuede on Sep 14, 2017
Transsexuals & Crossdressers

Where Boys Become Girls, Whether They Like it or Not by Mistress Tawny Suede assisted by slave Holly Introduction In Which We Meet Rich Bitch Kimberly and Domineering Mistress Coco Kimberly Caldwell's head thrashed about on the silk pillows; a cry of ecstatic pain escaped her luscious lips as she cupped her heavy breasts, her crimson fingernails ra...

Mistress Jasmine Made Me a Slave

by Gretatv on Sep 18, 2017
Transsexuals & Crossdressers

Since long I haven't written a story so maybe I am a little rusty but I hope you enjoy it anyway. There are some autobiographic parts in it but most is fantasy, which part is real and which is fantasy I leave to you. Like any other author I do love comments too, whether they are good or bad. So please leave some words of praise or critics. Those critics whic...

Healthy Behavior

by BrettLynn on Sep 16, 2017
Transsexuals & Crossdressers

Yes, it's a new series, fans of mine. I know you like Marilyn, but she's on hiatus. Deal. Anyway, I do have something interesting for you. It's an unusual tale, but then again, my writing tastes have proven to be a bit unusual. I'm about as mainstream as N'Sync is underground. So without further ado, let's get started. Oh, and yadda yadda yadda over 18 to re...

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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Futanari World

by styxmaster on Apr 16, 2016
Fetish

You wake up this morning to the sight of your younger sister Sarah pulling your covers off of you. "Get up Doug, you don't want to be late for school." You get dressed for school after Sarah leaves your room. you never mind school that much, you mostly get B's and A's in your classes but given the opportunity you would like to just stay home and wa...

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Maid 4 Me

by diaperslut on May 19, 2017
Fetish

Lucy had just turned 25 and had spent it the way she normally did: sitting at home in her underwear looking at porn. She was fit, had B-cup tits, one of the best asses at her job and had shoulder length black hair. Her brown eyes scanned her computer screen whilst her left hand was busy buried inside her panties. This is was her one day a year she got to jus...

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Lust and Love with Leona

by cbachtland on Sep 17, 2017
Celebrities & Fan Fiction

This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not stop thinking of Leona and that I stayed at home fretting and loo...

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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Sexy Black Boots

by latexdoll on Apr 8, 2007
Fantasy

While walking through the local mall you suddenly notice one of your fellow coworkers coming toward you and not wanting to deal with this obnoxious jerk you find yourself quickly ducking into the next store you see to get out of sight. With out even paying attention to the store you find yourself walking all the way to the back of the store to get out of sig...

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Luke and Lelia Ch. 04

by Rob Conner on Sep 17, 2017
Loving Wives

Authors note: For a full description of the characters described read "The Peachtree Training Center" written by my alter ego Robyn Conners. It gives all the details and backgrounds. It's posted at other sites. The time frame for this story is three years after the original stories. It was less than a 30-minute drive to the Peachtree Estate. It sat about a...