Old Maid Stories

180,134 results
Orientation
Length
Source
Infinite Scroll

The Maid Pt. 09

by Bumpinguglies on Sep 26, 2017
Erotic Couplings

She awoke in the morning to the feel of the butler's hand stroking gently between her open legs as he lay propped up on his side watching her. "Enjoying yourself?" she asked with a smile. "Mmmmm." he replied, sliding a finger in between her pussy lips, still slippery and wet with his cum from the night before. She reached out for his cock as his fingertip...

A Maid for Timon

by TarnishedPenny on Aug 28, 2018
Sci-Fi & Fantasy

This is my entry for the Summer Lovin' contest. Thanks for your interest! + "Have you decided on your mating gift yet, Timon?" The young man looked at Ranin, his cousin and best friend. "I have been thinking of my grandfather's knife," he said, stepping around a puddle in their path. "Will your father permit it? The knife has been in your family for ge...

A Young King's Lust

by WorldOfWonder on Mar 25, 2019
Sci-Fi & Fantasy

First story i've done in a long time, wrote this up in only a few minutes. Re Edit: This was meant to be a very quick story to test the waters. Kindly edited to provide peace of mind to the editors. * Quinn [18 YEARS OLD!] always had a lust for women deep down inside him, almost every man in the world would receive the burden of such from puberty, and th...

Made to Maid

by Back2egg on Apr 9, 2019
BDSM

I remember being desperate for my first spanking. In these days there was no net and finding anyone who would take on this task was almost impossible. I dropped hints to girlfriends and in social groups in the form of a joke, which were always met with an eerie silence. The only way of getting in touch with a professional mistress was through an advert in...

The Harem Slave Ch. 08

by naughtybabygirl on Sep 19, 2017
Fetish

Sophie had made friends with the girl whose pussy she had eaten in the atrium. Now, lying in bed with Sabrina, she slid a long jelly dildo casually into her snatch. Sabrina had the other end of the monstrosity lodged in her ass and was running a high-powered vibrating egg over her clit. Sophie toyed lazily with Sabrina's thick, fat nipples, squirting milk fr...

Mindy the Maid

by Artican on Dec 17, 2014
Exhibitionist & Voyeur

The beat up old car chugged up the driveway with labored putters. Mindy peered through the windshield in awe as she soaked in the view. She had driven passed high gates that opened up to grand lawn filled with perfectly trimmed hedges that guided the path. Every few feet was met with an elegant hedge statue of figures in classical poses as if they were part...

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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...

A Witch's Tale

by Bluepen451 on Sep 14, 2017
Erotic Couplings

This is an utterly silly tale about a young man and girl who claims to be a witch, but it's really just about the sex. Enjoy! This is a story about the time I seduced a witch. Well, there might be some question about who seduced whom, but the outcome was the same regardless of who gets credit (or blame) for initiating the process. I met her in a café w...

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...

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...