Sissy Maid Bi Stories

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Mistress Chronicles Ch. 01

by MistressMtoyou on Sep 25, 2017
Fetish

Subject and background. This is a recap of my first in-person session with a submissive. The subject passed the various pre-session requirements described in my second story "A few good subs" and after an extensive interview and evaluation process I offered him the opportunity to do an in-person session. I'll admit upfront that I was a novice at this point...

Extracurricular Activities Ch. 06

by ArthurianMorgaine on Sep 14, 2017
BDSM

The weekend went by without much incident. Chris worked hard at the restaurant and Sarah took care of his wounds at the end of his shift. Johnny would peek his head in the office and see how he was healing up. The veterans would look on at Chris' back; Johnny would say something like 'How could a kid take that?' and Sarah would tell him that he was a good bo...

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...

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...

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...

Jacki's Bitches

by reddbunnz on Sep 15, 2017
BDSM

Chapter One: Carol's Parents Return Carol was sitting in the parlor of her Uncle Rob's home awaiting the arrival of her parents. Carol, an 18 year old high school senior, was staying with her Uncle and his girlfriend, Joy, in order to finish high school while her parents were on an extended, three-month long European vacation. Carol was not only wanted to s...

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...

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...