Satin Maid Uniform Stories

54,314 results
Orientation
Length
Source
Infinite Scroll

Sissy Maid to Be... Ch. 03

by missjennymaid on Apr 8, 2019
Transgender & Crossdressers

I would recommend reading the first chapters to get to up to speed on the story, but if you want to start in the middle... Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife. Lizzy: Jeremy's wife who participates in his sissy maid desires every other Friday when they have the place to themselves. Jere...

Samantha Meets a Dom Master

by SamanthaSatine on Sep 16, 2017
Transsexuals & Crossdressers

A true story - I am the main character and all the various activities described were undertaken with my consent...no harm came to me in any way... ***** The date was fixed. The room was booked – neither of the willing parties could accommodate, a not unusual event in the world these two inhabited from time to time. The morning of their meet had now arriv...

The Office Ch. 05

by EasilyConfused on Sep 24, 2019
Transgender & Crossdressers

Tom had lost count of the number of times Hamilton had struck his ass with the wooden paddle. His cock ached for release but his unwitting periods of mental manipulation had embedded a control in his psyche. He knew that whenever he was in the presence of his Mistress he should seek her approval before acting. And that very much included ejaculating from his...

Maid to Order Ch. 05

by MicheleNylons on Oct 13, 2020
Transgender & Crossdressers

"What the fuck?" Bill read Michele's return email? 'Look forward to having you for dinner. I know what you like ;) Michele' He clicked the attachment and was rewarded with a very short video of Michele. She was wearing a very nice tight black leather skirt and creamy satin top, stockings and heels. She lifted her skirt just high enough to expose her stock...

Nikki Goes to College

by Latexsissy69 on Sep 25, 2017
Transsexuals & Crossdressers

When I was younger I used to be a complete bully. I used to make fun of the poor people that couldn't afford to buy new clothes every school year. There were also times that I would make fun of girls that didn't want to participate in gym class because they were wearing a dress. I used to agitate so many people that I would get into fights almost daily. One...

The Replacement

by ChristopherDB on Sep 17, 2017
BDSM

The Baroness would be home soon. She was a realtor so her working hours changed day by day. I'd taken to eavesdropping on her phone conversations and checking her agency's web site for her open house schedules in order to have a rough idea of when she might return. Starting with the second floor of the townhouse condominium, I double checked the bedrooms an...

A New Job

by mistyrydher on Sep 17, 2017
BDSM

As Nicole approached the front porch of the house, she stopped and looked back over the well-manicured landscape. She was in awe at the size of this place; everything seemed to be in perfect order. The ornately carved maple door, the large white pillars encircling the spacious porch, it was all so impressive. It was hard to believe that just one person lived...

Sissy Life Pt. 04

by sissymark79 on Sep 19, 2017
Transsexuals & Crossdressers

I stood to attention on my 'sissy spot', the small 'x' drawn on the floor of my Mistress' study. My spot faces the desk behind which is a large leather chair. It is here that I was told I would be placed in chastity. It was here on my spot that events unfolded leading me to serve my Mistress' lover Tony. I was understandably nervous about being stood here ag...

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...

Cheryl's Extra Credit Ch. 3

by cthulhu on Sep 12, 2017
Fetish

My conquest of Cheryl was a satisfying one; of that there can be little doubt. She was a natural born submissive, and once she’d been given the excuse to let herself be the slut she truly wanted to be, she fell into the role with abandon. I’m sure that, in the back of her mind, she continually rationalized her behavior as being necessary to her completion of...