Maid Uniform Stories

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Infinite Scroll

Sissy Maid Son Pt. 02

by Robyn228 on Jul 18, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Note: This story is entirely a work of fiction, and should only be viewed as a fantasy. Any similarities to actual events or people are entirely coincidental. All characters are over 18. ***** Peter wept on his mother's bed feeling violated and abused. The maid uniform still on...

The New Maid

by Anaribrady on Sep 12, 2017
BDSM

"I began making and using cleaning agents from all natural products when my son was quite young, Sir." "Why is that?" "He suffered from asthma and the harsh commercial cleaners added to his symptoms." "I see. And are you now going to tell me that the use of all natural cleaners curing him?" "Hardly. I think God and age and modern medicine did that, but I...

Hotel Maid Provides Special Service

by Hubee on Sep 13, 2017
BDSM

I heard the knock on my door and thought to myself, 'Finally!' I knew that the knock announced the arrival of the hotel's house maid. I'd been keenly anticipating her appearance since I checked in. I should explain that this is very special hotel, one that is operated by exceptional staff. You won't find this hotel on the internet, it doesn't advertise. You...

Maid Samantha Arrives at the House

by Cocksucker Katey on Sep 16, 2017
Transsexuals & Crossdressers

The house was a large, well-kept property in a quiet suburb, with a large lawn girded with poplars. I opened the gate, walked up the path and stood at the front door. This was it, my last chance to back out. Gripping my small suitcase a little tighter, I licked my lips with uncertainty, and reached for the ornate brass door knocker. I lifted it, and let it d...

Help Wanted

by maidgirl on Dec 16, 2017
Transsexuals & Crossdressers

Brian found a table at the coffee shop, and sat down. This shop was his haven during the day. He had been applying for jobs since being laid off three months ago, and would use the shop's free internet. His savings were running out, and Brian was starting to feel desperate. "Order ready for Brian" the barista called out. Brian quickly grabbed his coffee. As...

In Front Of Her Mum (Nice Work)

by gauchecritic on Sep 1, 2017
Mature

As interviews go this was probably the strangest and most gratifying I had ever attended. The qualifications required it seemed, were something along the lines of being young and cunt-struck, being able to operate a security/surveillance network and be turned on by the sight of old people engaging in various sexual escapades. Finally having the ability to be...

Maid Anna

by randomspaces on Sep 14, 2017
BDSM

Authors Note: I wrote this as an icebreaker on a dating website, it's the first story I've ever written with the intention of showing to someone else. Any reviews would be more than welcome. Oh, this should probably go without saying but not only is everyone in this story over 18, they also live in a wonderous fantasy land where pregnancies are always expect...

Seven Lessons Ch. 02

by Vertex on Sep 16, 2017
Transsexuals & Crossdressers

Previously... Bryan is an arrogant biggot. This Halloween season, someone has decided to teach him a series of 7 lessons. Yesterday the lesson was acceptance, but as he chose not to accept the lesson, he ended up with no body hair, wearing a bodystocking and being fitted with a chastity device. Will he learn his remaining lessons? That night he had many...

The Princess Ch. 01

by Surprise1997 on Sep 13, 2017
Loving Wives

More than anything, Jessica had always wanted to be an English Princess. That had been her burning desire since childhood. Now, at age 23, she was Her Royal Highness Princess Alfred of Wilshire. A lifetime of social climbing and positioning had paid off. Her new husband, Prince Alfred, was a cousin of Her Majesty the Queen. A long time ago, he had been a hi...

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...