Maid Outfit Stories

58,781 results
Orientation
Length
Source
Infinite Scroll

Trixie's Chastity 01

by trixie47cd on Sep 19, 2017
Transsexuals & Crossdressers

Part 2: Trixie learns his new role. Since my wife came home early and caught me masturbating in women's frilly lace 2 month ago, so much has changed. She has taken control of my life since I begged her not to spread the story and pictures of my humiliation around town. After I made the choice of submitting to her feminization training, there really was no...

Mother Knows Best Ch. 02

by Sputnik57 on Sep 26, 2017
BDSM

Abigail smiled contentedly now she had Rex all to herself in the confines of her personal boudoir; as he knelt cowering, she strutted about the large bedroom which was clinically clean and tidy, and pictures from a bygone era of women in service adorned the walls. Rex was immediately given a feather duster and marshalled about the room, the stern and coldly...

Lonely Womans Fantasy Ch. 01

by StoryTeller07 on Sep 12, 2017
Mature

Taking on the new management appointment at head office brought with it certain drawbacks Janet hadn't considered. It seemed a good opportunity, starting a new life away from the small town she had grown up in, but the loneliness of a large city was one of the things she was finding hard to get used to. While unpacking she found a box of her ex-husbands an...

Allyson Ch. 02

by carvohi on Sep 14, 2017
Romance

Allyson involuntarily leaned back on the steps, her naked rear end on the edge of the third step from the bottom brushing up against the rough pile of the carpeted stairs. Her clothes were in a pile on the floor around her socked feet; her hands were tied behind her back with the shoes strings from the saddle shoes Hannah had bought her. Her hair was mussed,...

A Visit from My Old Friend

by Petweet on Sep 11, 2017
Loving Wives

It was a lovely fall day, and I had just walked into my home when I felt my phone buzz. I was very surprised to see it was a text from Vicki Lee, my old best friend from high school. "Hey Jean! Long time no see! How are things? Got a few minutes we could talk?" It had been at least 5 years since we'd last spoken, so I couldn't imagine what this could be ab...

Lady Peasant Ch. 01

by Goldeniangel on Sep 12, 2017
Romance

Lady Gwendolyn sighed as she looked out her window. The fair girl was a lovely brunette 18 years old and still unwed, with hair that hung past her waist in silky ripples when she wore it down. Every morning her maid Brandy would put braid it into 2 long braids and wrap it around her head, braided loops making it even wavier in the evenings when she brushed i...

Sissy Chantel, New Reality Ch. 02

by Sissy_Chantel on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Two: If One was Fun, Two will be Better. Late night I get a call and I look to see that it is my new Master. I answer, "Hello Master Camron, how may I help you?" "Bitch ass sissy, I am gonna need you here tomorrow morning, by 10:00am." he excitedly replies. I reply, "Oh, ok I guess I can make it to your home tomorrow morning Master." "You God Dam...

It Started As A Golfing Debt

by StryWrter7 on Sep 12, 2017
Transsexuals & Crossdressers

This is written by me, and can be reproduced for your enjoyment, however not if it is reproduced on an internet pay site, without compensation for me --- the writer. This story is fiction. It is meant to be read by adults. Children under the age of 18, please leave. All the characters in this story are of my own imagination, and not real in any sense of the...

The Problem With Pets

by diaperslut on Nov 2, 2020
Transsexual

My name is Lucy Scarlette. I have red hair, green eyes, B-cup breasts, and I stand about 5'9. I like to run around the neighborhood on frequent occassion to stay in shape. In my world, furry people are a thing, though we usually call them exotics. It wasn't uncommon for them to be sold as slaves or servants. I had recently inherited a business from a now dea...

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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...

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