Black Maid Stories

192,894 results
Orientation
Length
Source
Infinite Scroll

Pinky the Sissy Maid

by Pinkytoes66 on Sep 16, 2017
Transsexuals & Crossdressers

Disclaimer: All my stories are pure fiction, unless otherwise noted. Any similar events that may have occurred are purely coincidental. ;) This is part 2 of my current series. Part 1 was "Pinky's First Shopping Assignment". I've yet to decide on a title of the series and am open for ideas. Thank you. *********************** A few days after I completed...

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...

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...

New Girl

by tiffanymanners on Sep 12, 2017
Transsexuals & Crossdressers

'Hey girl, watcha doin?' To this day, I don't know why I answered like I did. 'It's Jess!' 'Pleased to meet you, Jess! I love that show too! You actually look like Jess from that show 'New Girl'!' 'You're kidding me, right dude? I don't look at all like Jess, and that is not even my costume! For your information, I don't look like that actress, and furth...

Megan's Maid Outfit Ch. 01

by Stusion on Sep 14, 2017
Erotic Couplings

This is a story I have written based on a forum I read about dressing-up in lingerie and uniforms while cleaning the house. I have chosen my favorite character Megan for those out there who asked for her. Once again thanks for your support and comments, keep them coming. Today was like any other day, the last two weeks was very exciting for me cause my boyf...

A Prince, A Trollop, A Troll Ch. 07

by ZotDragon on Sep 15, 2017
Sci-Fi & Fantasy

She awoke the next morning safe in her bed. Her body was sore and tired, the skin of her buttocks was still inflamed, but she felt wonderful for the movement of the baby inside her swelling belly was what woke her. "Good morning, Princess Romina," a girl's voice said upon seeing the pregnant woman was awake. Romina blinked several times and tried to focus...

Appointment by Card Only Ch. 02

by Sputnik57 on Sep 17, 2017
BDSM

Madam Ruth was more than pleased with her days work as she descended to the bed and stroked the soft white body of the helpless sissy, Poppy mustering a whimper as the dominant Madam. Cupped the soft pink scrotum and gently worked the dainty cock to an erection; she was scared but the surreal situation along with the gentle warmth of the two females, combine...

Sarah has Some Thanksgiving Fun

by SarahCD on Dec 3, 2018
Transgender & Crossdressers

I first published this story a few years ago. Since then my writing skills have improved a little. While I cannot change what actually happened to me, I have added some more details and corrected some grammatical mistakes. --------- I felt like going out as Sarah and being a naughty girl. So I advertised on Craigslist for a naughty play mate. I had a prom...

Asking Forgiveness

by ringmaster92 on Aug 31, 2017
Fetish

This is a story with veiling fetish. Many people have this fetish, though it's not that popular. In case you wish to know more or read more stories related to veiling fetish, do for tales of the veils on google. It's an educational site and also contains stories related to the veiling fetish. I would like to thank Nye North from TOTV for proofreading my sto...

Sissy Maid Son Pt. 03

by Robyn228 on Oct 21, 2019
Transgender & Crossdressers

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 stood there looking at the black stilettos, with so many questions on his mind. He wondered why his brother would ever own stilettos, much less why their mothe...