Mistress Sissy Stories

31,338 results
Orientation
Length
Source
Infinite Scroll

Mistress of the Air Ch. 27

by SlaveNano on Jan 2, 2018
Sci-Fi & Fantasy

"Hurrah. Lady Sally Rudston-Chichester makes another dashing escape. We're getting good at this, aren't we, captain?" Lady Sally called, jumping in the air excitedly. "We certainly are, madam. Though I expect your maid will be traumatised." "She'll get over it. Besides, she's been my maid for years, she knows what to expect. I think she feigns her alarms...

The Inquisitor Ch. 38

by theTCat on Sep 15, 2017
Novels and Novellas

The Inquisitor searched the wall where the last rays of the sun had shone. It had slipped below the horizon and the sky above began to darken slowly. No trace of an opening, no crack, not a sign remained of the spot where the sun had shone. Not another living soul inhabited the courtyard, all having gone off to drink and dine and prepare for the Rite and the...

Big Black Woman's Guide to Anal

by Samuelx on Aug 29, 2017
Group Sex

The Big House Brothel is home to some of the nastiest freaks on the planet. Some of the worst elements that humanity has to offer is in this place. Some have argued that it needs to be closed down. Yet since a judge agreed that community standards had changed since old times, this hellish establishments where human beings go to exploit or to be exploited con...

The Mermaid's New Slave Ch. 02

by Inkidu on Sep 14, 2017
BDSM

November 22 The mermaid tied me to the bed with rope. It wasn't very binding. Like calling me slave, she did it as a practicality or custom more than any real measure. She knew I couldn't go anywhere. Despite my exertion yesterday I was apparently in rough shape. I felt like one giant bruise, but I was getting better. She didn't lie in the bed with me, pref...

A Bisexual Thanksgiving in Ottawa

by Samuelx on Sep 16, 2017
Interracial Love

Is there anything more wonderful and wicked than being a bisexual guy? I honestly don't think so. My name is Stephen Valentino and I'm a big and tall young Black man of Haitian descent living in the City of Ottawa, Ontario. I study Law at Carleton University. Let me give you a rundown of how I spent the thanksgiving weekend in mid-October of this year. This...

When a Friend Came to Visit

by erectus123 on Sep 12, 2017
Humor & Satire

Perhaps some of you may recall that I had extended an invitation for a friend to come and visit so we might bury the hatchet. Little did I know the learned man's time was short! I sent him a round trip ticket from his mountain retreat to Los Angeles. He called to say he would meet me at the airport. I prepared myself with a signboard cut from the side of a...

City Of Angels Ch. 5

by Sunqueen on Sep 16, 2017
BDSM

After a long night of watching DVDs, snacking on strawberry ice cream, fucking, and light bondage, Michael cooked breakfast while Vanessa opened the mail. “Oh, look an invitation to Rhonda Eaton’s birthday party. The party’s I can’t believe she’s going to be 50 – she’s one I always pictured her as 25 forever.” Rhonda ..I know Rhonda – she’s a sweet lady. S...

Undercover Mistress Pt. 01

by nexomorph on Nov 12, 2019
BDSM

It all began with a cigarette. My daily route was a balcony at my company's building. I used to smoke a couple of cigarettes per day, chill out, watch the outside traffic wondering about all the things that bugged me, or made me joy, and from time to time had a talk with people that all knew me as I knew them. Smokers. I always had something to talk about an...

Nana's Diary Ch. 06

by humaleiated on Sep 23, 2019
Fetish

Kim takes control Nana taking Tia was the last entry. As I sat in the chair, I had so many thoughts running through my mind. How creative Nana was in humiliating Tom, how submissive he was, and how best to take advantage of what I knew. Even though Tom was old enough to be my grandfather, he had skills that none of the guys I knew had. It would be fun to co...

Your new mistress

by Janelane on Sep 28, 2014
BDSM

You where a highly paid producer, just a while ago but your last project didn't hit the goal quote and you soon found yourself unemployed. It's also hard to find a new project with all the competition these days, so you decide to take some time off. You were always into bdsm, and fetishizes, but you never got to live them out. You are also not really in need...

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