Mistress Sissy Stories

31,338 results
Orientation
Length
Source
Infinite Scroll

His Mistress

by Goldeniangel on Sep 12, 2017
Mature

Rose was feeling especially nervous as the older gentleman came in with Madame Lily... Rose was new to the Flower House, having just been purchased from her family by the Madame. Of course, she'd had the choice to come, Madame didn't like having girls that were unhappy to be there... and she was now living much better than she ever had in her own home. She...

Lucky Jack Learns to Obey Ch. 06

by Sputnik57 on Sep 17, 2017
BDSM

The women took great pleasure in treating him like a small child as they stood around him, their full mature bodies displayed and their excited nipples brushing against his flesh as they all padded him dry. They smiled as his cock stood erect while his balls were towelled dry; each mothering him methodically and purposefully, bringing him down to the require...

The Taking of Rebecca Ch. 01

by Helenveronica on Sep 19, 2017
Transsexuals & Crossdressers

Lilith pulls into the drive of her modest home, back from a busy day at work, despite the fact that it is a Saturday. She is a small, well-built woman of mixed descent, standing at 5'6" high. You would never know it though by the way she carried herself, so self-assured and confident. She wears 4" heeled pumps. It is her standard daily wear. She wouldn't be...

A Birthday Epistle Ch. 1-2

by Lady Suzy on Sep 12, 2017
BDSM

In this rewrite of the first chapter you will find many changes and additions from Lady Suzy as john tells how he felt when she accepted his challenge to provide a very special birthday present for him after she read his Epistle detailing his darkest fantasies. An unforgettable birthday present, but for whom? Read on, and enjoy what Suzy and john share, as t...

Poker & More Ch. 03

by Mr. Dork on Sep 17, 2017
BDSM

Previously in part one, Amy (5 ft 7 32b) , Tanya (5ft 5 38D) and Bennie (5 ft 11 got together for a little beer, and a little poker, which Amy proceeded to lose at horribly. Of course this led to strip poker, in which Amy showed how she had been playing possum. She took advantage of her winning ways, and convinced the two to wager themselves as her sex slave...

Mistress of the Air Ch. 12

by SlaveNano on Dec 16, 2017
Sci-Fi & Fantasy

Lady Sally spent most of the night in the gondola watching the descent of the airship through the storm, taking time out only to release the slaves from their bondage and send them back to their quarters. It wasn't until the early hours of the morning, after they had left the storm behind, that she retired. Thanks to Captain Wyndham's skill and determinati...

A Special Day In The Life Ch. 05

by hotbox on Sep 15, 2017
BDSM

Housekeeping Forty minutes later I'm kneeling at Their feet, holding a serving tray high above my bowed head. Making breakfast of real food that I could smell is horrible torture. Slaves eat porridge made from dog food and whatever dead critters are found washed up on the beach. It's hard to swallow your drool when you've got a rubber dick jammed down your...

Bully for You! Ch. 02

by TheDougler80 on Sep 15, 2017
BDSM

Brie was a beautiful young girl, but here in a dark basement with a gag in her mouth, clamps on her nipples, a hook in her ass, and analgesic cream burning her bald pussy she didn't feel very pretty. Claire, her mistress, had left her here for an hour as punishment for pushing her in front of Brie's friends. She bound her in this fashion and set it up so th...

The Mind Wanders

by jazzfiend on Sep 17, 2017
Celebrities & Fan Fiction

The other night I was sitting on the couch, listening to Grace Jones sing "Pull Up to the Bumper" and looking at Naomi Campbell's book of photographs. "Naomi is child to woman wrapped up in one. Her smile - intoxicating. Her sensitivity - alluring. Her range is infinite, her energy unique. She's my favorite. She gives her all." Those words by the great ph...

Sexcraft

by Poisynangel on Sep 16, 2017
Group Sex

She sat cross-legged on the ground with the large book in her lap, her palms up on either side. Her head tilted upwards toward the cloudy night, he watched in stunned silence as her chest rose and fell and the clouds parted to reveal the subtle light of the blood moon. As is typical of harvest time it was large and round tinted with the rusty color of the fa...