Sissy Maid Tumbex Stories

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A Sissy Maid is Born Ch. 01

by catalina_francisco on Sep 13, 2017
BDSM

The soft darkness of the blindfold caressed his face, as he lay curled on the damp concrete of the barn where he had been ordered to stay. The cold surface beneath him penetrated his skin, crept into his flesh seeping through to the bone, chilling him as surely as the thoughts that flooded his brain as to what was going to become of him. Storm knew in his mo...

My roommate new sissy maid

by Carterdruzba on Dec 29, 2020
Interracial

I been living with Gina who happens to be muscular and stronger than me I haven’t paying my rent for 2 months so one day when I meet her in the living room “you been not paying for months so I have idea for you to repay me so I got this” it was a pair of pink panties heels and black stockings and a maid dress “I decided to should be my maid until you paid me...

Mistress Jaz's Sissy Slut

by barbiboi on Aug 30, 2017
Fetish

Mistress Jaz had invited me over to give her a pedicure and provide sissy maid service. What I got was a mind blowing day of servitude I will never forget! I arrived in the morning and was greeted by a vision of beauty. I had seen pictured of Mistress Jaz before, but they paled in comparison to meeting this incredible Goddess in the flesh. Tall, curvy, wit...

Sissy and Missy

by ChristopherDB on Feb 12, 2019
BDSM

Copyright 2019 Christopher D.B. * The central vacuum system made barely a sound as I made my way through the apartment. It was spacious and occupied the entire third floor. Although fully furnished and containing some of Countess Tori's personal items, she only stayed here a few nights a week. My feet were hurting, as the toe box on my pumps fit a little...

The Sissy Trap

by Slavedogg on Apr 29, 2025

As you struggle hopelessly your black leather restraints locked shut tightly making escape impossible. You have to wonder what you did to wrong to end up in this situation. Yes you wanted to be a sissy maid to a Dominant couple, yes you wanted them to use and humiliate you. You was the one to search and suggest this to your captors but now they are talking a...

Black Sissy For White Queen

by Samuelx on Sep 16, 2017
Interracial Love

I feel so damn great as I slide my strap-on dildo deep inside Ramon Jones. The six-foot-tall, skinny Black guy looks absolutely gorgeous in a bright pink dress, white pantyhose and high-heeled red shoes. His face is perfectly made up, rouged and his makeup and lipstick are applied nicely. The fuzzy black wig he's wearing only adds to his decidedly not so mas...

Cyber Sissy Ch. 01

by missvicky53 on Sep 25, 2017
Fetish

It was a Saturday afternoon when my submission to my wife began. Megan had gone to do some shopping at the local mall, and knowing her as I did, I knew I'd have at least three hours to surf the web. My favorite sites were those that dealt with the feminization and submission of men. With this in mind, as soon as I heard her car leave, I powered up my compute...

Maid on Boxing Day

by Belongs2Beth on Sep 14, 2017
BDSM

Authors note: This story is an immediate sequel to my first story "Carol's Christmas". The events of this story deal with the younger man named Marcus who Mrs. Carson initiated into the mysteries of sex and submission in "Carol's Christmas". * Marcus was sweating bullets as he rang the door. He burned for Mrs. Carson...Mistress Carol...and needed to be wi...

Maid for Cum

by slcmalemaid on Aug 18, 2017
Fetish

The first thing one notices is the spent condom. This would normally be a very odd thing on a kitchen counter. However, I am not only not surprised, but I expect it. Next to the condom is a list of cleaning chores. And there I am, alone in a slutty french maids uniform getting ready to clean the house. How did this turn of events happen? Well, one night, a...

Sissy School

by zeta515 on Jun 19, 2018
Novels and Novellas

Copyright 2018 by Zeta All rights reserved This story may be freely distributed in electronic form but must include this copyright. Sissy School is a work for pure fiction and all locales, names, characters, places, and incidents are the products of the author's imagination. Any resemblance to actual events, locales, or living persons is entirely coincide...