Sissy Maid Chastity Stories

25,197 results
Orientation
Length
Source
Infinite Scroll

Taking Dictation: The Maid

by DelishuslySynful on Sep 13, 2017
Erotic Couplings

She rode the subway into work as usual this morning. In fact everything seemed "as usual" about today. Everything, that is, except for the "special" pouch held tightly by the strap over her shoulder. It was the only thing out of place, and the only thing that could possibly indicate that today was going to be anything but "usual". The innocuous leather pouch...

Eleanor's Lustful Spell Ch. 02

by TentaclesFTW on Sep 14, 2017
Fetish

Eleanor and Bekka slowly walked down the hall back to their room, while thinking about what the nurse had said. "I had no idea I could get you pregnant." "Neither did I. But I'm not worried at all, since it'll be your baby that I will be bearing. I'm quite curious on what our baby will look like." Eleanor smiled and they entered their bedroom. "Excuse me...

Sybian Engineer 01

by Beatnic_jazzman on Sep 14, 2017
Novels and Novellas

For all you perspicacious permanently petulant pedanticists out there, a divertissement of hyperbole and somnambulistic diction with sesquipedalian affectations designed to tickle your taste buds with superlatives galore. A feast for the ophthalmic organs and a laxative for the brain in stunning monochromatic detail, good enough to slow the indecent haste o...

My Indian Maid: Three Months On

by Mnhb on Sep 12, 2017
Erotic Couplings

Today's another glorious weekend, the fourth Saturday in the wonderfully pleasant month of March 2008. The year started off in a rather hectic manner; I've had to fire our GM in Malaysia and have recently hired a smart and tough lady from URS Corporation in the United States. I've opened another office in India, a small detachment of youngsters with fire in...

Lilija of Clan Zyszudko Ch. 01

by fyreflii on Sep 14, 2017
Romance

Chapter 1: The End of the Journey **NOTE ONE to all readers**: This will be part of a longer story, with a focus on characters and not just sex. It will try to be more than a stroke story (don't worry, there's still sex). That being said, the sex won't always be lovey-dovey or utterly romantic, so be forewarned. –Enjoy!! **NOTE TWO Pronunciation Guid...

There and Back Again Ch. 163

by ElyssaCousland on Sep 18, 2018
Celebrities & Fan Fiction

Chapter One Hundred Sixty-Three: *Promises Kept The twentieth of Wintermarch. The date of my wedding anniversary...and another important event in my life: the birthday of the man I'd married. And I'd had no idea, at the time, that our wedding had fallen on the day we should have been celebrating his life. "The twentieth?" I asked. Alistair nodded, wincin...

The Pills Pt. 01

by mellors14 on Aug 8, 2018
Erotic Couplings

(This story was originally published elsewhere 16 years ago. I am reposting with some minor revisions. Hope you enjoy. All parts are written. I will post them over the course of the next few weeks.) ***** Part I -- Saturday It all started two years ago - the chain of events that would lead to one of most amazing weeks of my life. My wife Sarah and I had...

La Contessa Ch. 02

by SlaveNano on Oct 9, 2018
BDSM

This is the second chapter of a completed BDSM novel entitled 'La Contessa'. I am publishing it on Literotica a chapter at a time every few days. La Contessa The most decadent city... The most perverted of mistresses... Renowned for her cruelty and the bizarre sexual tasks her household servants perform for her, La Contessa's reputation is well establis...

For Thee M'Lady

by AphroditeReborn on Sep 15, 2017
Romance

Sabrina McAllister could not have been more excited... or nervous. Today was a special day... her three-year anniversary with her boyfriend, Jason. She was excited and nervous because today was the day she was going to propose marriage to him. They had always been an unorthodox couple, never leading traditional gender roles and Bree thought, Why change now?...

Prisoners of Their Own Device Ch. 01

by Stardog Champion on Sep 3, 2017
Erotic Couplings

Huddled under the covers of her modest twin bed, Lana Templeton couldn't help but stare a hole in the alarm clock on the stand to her left. "Two- Fucking- Fourteen in the morning," she grumbled bitterly as the telltale sounds seeped into her bedroom from up the hall. "I have to listen to this in my own Goddamn trailer," the 47 year old woman spat at the c...