Maid Mistress Stories

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Orientation
Length
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Infinite Scroll

To the Manor Passed Ch. 02

by LaplaceErotica on Dec 14, 2020
Erotic Horror

Another story from the vault, fresh and ready for public release! This one's really more of a coda to the first chapter, but I hope you enjoy regardless! *** Jasmine felt spectral eyes upon her from the moment she approached her Mistress' door, knew ahead of time that it would be the most watched room in the entire manor. The things that watched from the c...

Sissy Maid to Be... Ch. 01

by missjennymaid on Sep 5, 2018
Transsexuals & Crossdressers

Prolog I have always had the desire to dress like a girl. It started at a young age when my mother used to have me try on dresses to "see if they would fit my cousin." As I got older I still had the desire and it got strong enough that I started going out in public in college. I was lucky enough to meet and marry a woman who was accepting of my "hobby". Liz...

Sweet Gwendoline Ch. 17

by Schlank on May 14, 2019
BDSM

I was naked, barefoot, sexually excited and my wrists were bound behind my back. Meanwhile, Mistress Barletta was dressed charcoal-colored tweed and she sat in her chair with the imperious air of a queen presiding over her kingdom. "Has she been processed by Doctor Ponder?" Mistress Barletta asked, and I immediately fell in love with her voice. She spoke wi...

The Ant Woman Ch. 03

by DreamerByTheDiamonds on Jul 30, 2019
Sci-Fi & Fantasy

Wen put her bronze badge in her blouse, the cord looped over her brooch. She put away her thin shawl and picked up a wider one, a gray one, that could protect her from any unlucky chills. Then she made sure her maids had their shawls. They were just about to head out the main entrance of the Sweet Carrot Palace when suddenly two eunuchs arrived. One of the...

Futanari Housemaid Ch. 02

by femmevivante on Sep 13, 2017
Transsexuals & Crossdressers

Katerina's face felt hot and her head was starting to swim a little. She staggered a bit where she stood, her ankle bending slightly as she righted herself in her too-tall heels. The women around her were still laughing and talking and drinking cups of tea, seasoned with sugar and her own, clear pre-cum. Katerina glanced down at her cock and was embarrassed...

Jeremy's Surprise

by AZ_Pryncess_1 on Sep 17, 2017
BDSM

It was Jeremy's birthday. Mistress had been keeping him very busy as of late. She was hustling and bustling as Friday drew near. He could feel her tension and she was unusually short with him when he missed a spot on the floor and a smudge on the mirrors. She had finally smacked his knuckles with the strap until they had swelled. Now it was Friday. The hous...

From a Husband to a Dutiful Sissy Ch. 03

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Three: My sissy maid lifestyle becomes more set in reality. Morning comes and I carry on my new sissy morning ways, shower, shave, makeup and dress up in my maids dress, this morning a pink satin one over pink pantyhose and pink patent 5 inch spike heel pumps. I dutifully prepare breakfast for my Mistress Helen and get a bowl plain porridge for myse...

Afternoon Tea

by msapril81 on Sep 18, 2017
BDSM

When the doorbell rang I was ready and waiting. Justin was always on time for our little playdates. It was rather flattering really and it made the planning much easier. I opened the door to and ushered him inside. He greeted me nicely and I sent him upstairs to the spare room to prepare himself. Shortly afterwards I heard his footsteps as he made his way...

Sissy Maid to Be... Ch. 02

by missjennymaid on Sep 10, 2018
Transsexuals & Crossdressers

I would recommend reading Chapter 1 to get to up to speed on the story, but if you want to start in the middle... Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife. Lizzy: Jeremy's wife who participates in his sissy maid desires every other Friday when they have the place to themselves. Jeremy is get...

50 Shades Of Pale Pink Sissy Ch. 02

by davine on Sep 11, 2017
Transsexuals & Crossdressers

All characters are over 18. It's Thursday. Waking up I'm still miserable. I can't bother to look after myself. I'm dirty and bedraggled in old track pants a tee shirt. After I manage a coffee and toast I decide to check my computer. First I check my bank account and I'm astounded to find that there is twenty thousand more than I expected. I check my ema...