Maid Outfit Stories

58,781 results
Orientation
Length
Source
Infinite Scroll

Sexy

by SweetOblivion on Sep 16, 2017
Transsexuals & Crossdressers

"Hi sexy," he grinned impishly out at her, blinking his eyes to adjust them to the bright sun, as he opened the front door to greet her. "Is Dora...?" She began and then did a double take: "What do you look like, Marcus?" "Don't you love the ice blue?" Lindsey looked the young man up and down and, smiled, despite the initial shock. He was wearing a pale...

Futanari Ballbusting: Maid

by RichardPercival on Sep 17, 2017
BDSM

I was once a maid. A pretty good maid at that! Granted the maid service I worked at was more of a glorified fetish center and t was fully expected I sleep with the person renting me, but hey, it helped pay through college. I know most people just work at strip clubs or something, and I could have done it easily based on the fact I know my dick was bigger th...

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...

My Story of Degradation Ch. 03

by Philippasubmaid on Sep 10, 2018
Transsexuals & Crossdressers

This story involves BDSM and crossdressing, change of lifestyle and full submission both mentally and physically. If this is not for you feel free to read elsewhere, please. ***** "Yes." Was all I replied. I saw her nod to Cindy and felt Cindy behind me and the cold steel of the handcuffs go back on my wrists, Cindy shut them, and I heard the ratchets go...

The Thai Maid Ch. 06

by victoria.vixen on Sep 19, 2017
Anal

FRIDAY, TWO MONTHS LATER As usual, I woke with the first light of the day, but on this morning I just couldn't bring myself to get out of bed right away. We found out yesterday that X is being transferred out of Bangkok; the company needs him elsewhere so our time here will soon come to an end. I looked around my room -- the maid's room. That's right, two...

The School Slut Ch. 03

by cherrybubblebutt on Sep 12, 2017
Transsexuals & Crossdressers

Over the next few weeks I was working for George he would continue to give me my 'jabs' and we would pretend that I was an honest maid, well in front of his wife anyway, when we were alone (which was most days) I would insert a butt plug and go around doing my chores until waiting in one of the many rooms George would be waiting naked, maybe with a whip or c...

Trick or Trope Ch. 01

by LincolnAndSunset on Sep 16, 2017
Erotic Horror

Abstract: Every few decades every imaginable trope of All Hallows' Eve gather at a special haunted house for one and only one mysterious purpose, but first the staff must be assembled. ***** THE WRETCHED ACOLYTES Seemingly lost in a void of fog, a tall slender woman wrapped snuggly in a long black gown ventured across a dead grassy meadow. The mist choke...

To the Manor Bound Ch. 04

by Nikki258 on Sep 26, 2017
Transsexuals & Crossdressers

This probably won't make too much sense unless you've read the other chapters first. Like the other chapters this includes forced feminisation, BDSM, and non-con, so it might not be your cup of tea. Regardless, do comment and email me to let me know what you think, or just to say hello! ***** Chapter 4 - Five Weeks After Transformation Peter held the d...

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...

Jane's Fate Pt. 01

by njcaptionlover on Sep 17, 2017
BDSM

Jane woke up feeling groggy, her eyes slowly adjusted to the darkness around her, yet the darkness made it difficult to make out where she was. A rough fabric was beneath her that caused her body to itch. The sound of chain links caught her attention yet could not make out where it was coming from. As she tried to get up, her neck was yanked to the ground....