Sissy Maid Fiction Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Sissy School

by zeta515 on Jun 19, 2018
Novels and Novellas

Copyright 2018 by Zeta All rights reserved This story may be freely distributed in electronic form but must include this copyright. Sissy School is a work for pure fiction and all locales, names, characters, places, and incidents are the products of the author's imagination. Any resemblance to actual events, locales, or living persons is entirely coincide...

Lick The Vamp

by SPARTAN047 on Sep 15, 2017
NonHuman

On request by an unnamed Literotica user. Fetishes: femdom, footjob, foot worship, crossdressing, maid outfit, slavery, humiliation Tags: Monster Girl Encyclopedia, monster girl, vampire, vampire hunter NOTE: If you're not into crossdressing fantasies, press the 'close' button on your browser, or keyboard-ninja your way out of here using ⌃-W or ⌘-W. I'm n...

She Forces Me into Cuckoldry

by hismasterdivine on Sep 25, 2017
Loving Wives

This is my first fiction and features many aspects of cuckolding and BDSM. Forced feminization, spanking, body worship etc play a part in this tale, where a deluded subby boyfriend's thoughts run riot. If the story is a success, I might write a follow up, particularly due to its frustrating climax! ***** Dominant girlfriend wants a black lover, deluded b...

My Cuckold Wedding

by CuckinChastity on Sep 16, 2017
Fetish

Note - this is a piece of fiction. The characters are not real. The scenario is purely a fantasy and does not describe any actual relationship. Laurel is not my actual wife. Enjoy! ***** I stood at the altar alone with Rev. Carl, the minister, looking out at the wedding guests. It wasn't a large wedding, still to me it seemed there were a lot of people l...

Transforming Brent

by sissymissyct on Jul 9, 2019
Loving Wives

Katherine decides she wants to live with her lover Wendy. They come up with a plan to slowly change Wendy's husband, Brent, into their girly sissy maid full time. Will his resistance be broken? I put it in loving wives but it fits multiple categories. Will he will learn to love his new role in life? Yes, The narration switches between characters. If this bo...

Mistress Elaine Ch. 08-10

by soppingwetpanties on Sep 25, 2017
BDSM

Warning: This story contains graphic scenes depicting pain and humiliation and has one watersports scene. This is a work of fiction. Names, characters, businesses, places, merchandise, companies, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actu...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

The Making of a Mistress Pt. 05

by EiryCGar on Sep 14, 2020
BDSM

Author's note: Marie has married and taken possession of Charles, now known by his initials as Cunt. She has become an official Hotwife; Cunt is now a true cuckold. This chapter deals with their honeymoon on Felicity's island, and the momentous decision that is taken when she and Cunt return home. As always in my fictional stories, all sexual acts take plac...

Wife Turns Slut For Husband

by Dirty Slut on Sep 26, 2017
Loving Wives

Intro: “Come on hon.,” Billy begged me once again, “you know you’d love getting porked by some other men. Hell! With your reputation back in high school, I’d of thought you’d have jumped at a chance like this.” So much for love, honor, and respect, I thought, as I lay on our bed dressed like a fashion whore from Frederick’s of Hollywood all in black: nylon...

Rise of the legondery sissy

by monkey17 on Sep 1, 2018
Fan Fiction

Jamie Sonozaki awoke to the sound of hs alarm clcok. Standing at a hight of 5'2" with an hower glass shaped figuer. His messy blond here in a poni tiale and doe green eyes set into a hart shpaed face, maid him look like quit the fukcalbe girl. ONly he was not a gilr. The lack of boobs and a pussy prothed this. thoe to be fere his dick was only 3 inchis...