Mistress Sissy Stories

31,338 results
Orientation
Length
Source
Infinite Scroll

Fantasy To Reality Ch. 02

by Reverse_Cowboy on Sep 17, 2017
Fetish

Note from the author: This is a continuation of another story. Although it can be read on its own you might want to read the first one in order to get the entire picture if you haven’t already. Travis woke Saturday morning to the smell of breakfast cooking and the sound of water filling the bathtub. As he started to get out of bed, aching pain assaulted his...

The Role Players Pt. 08 Ch. 02

by hollygurl29 on Aug 13, 2018
Transsexuals & Crossdressers

DISCLAIMER: This is a work of fiction and all characters represented here and in any additional parts of this story are all over the age of 21. This tale involved crossdressing, bdsm & role playing. If these subjects do not interest you then I wish you well and hope you find a story on the site which you will enjoy. The main characters in this tale are as...

Ray Ch. 04: Breathe

by SyptemberSmyth on Jul 16, 2018
BDSM

"It's totaled," the balding man said from behind the counter. She stared out behind him through the long glass windows at her demolished car. The end of the driver's side door was indistinguishable from the beginning of the back door. The trunk was popped open, indefinitely she'd been told. The other side still looked perfectly normal. She couldn't see it f...

Serving Mistress J

by magic_tantra on Sep 13, 2017
BDSM

Half of this adult story is true. It is up to you to fantasize truth from reality. I have been into BDSM for over twenty years and have had a diverse time playing with dominant woman and serving under them! * Being single gives a guy lots to remember about the fun sexual times. I was watching a porn video masturbating when my thoughts swung to my X-wife J...

Island Discipline Ch. 08

by Cyberdiva68 on Sep 14, 2017
BDSM

Eventually she heard the sound of a key turning in the lock and the door swung open. David strode into the room and re-locked the door behind him. "Assume Position 1!" he commanded and Kristy sank to her knees, wincing as the motion set the weights attached to her nipples swinging. David bent down and with practised ease flicked the clasp of her bra open...

The Enlightenment of Bay Ch. 02

by Kawaii Anime on Sep 16, 2017
First Time

Once again, Bayrod stood in front of his mistress' room; full of emotions and guilt. He took a deep breath, centering himself in the Force and exhaled as he pushed the com button. He was admitted and stepped through the door into a beautiful night beach side. It was stunning every time he saw her quarters in the evening, she truly took pains to recreate what...

A Little Man's Initiation Ch. 02

by dkeats on Sep 14, 2017
Fetish

James Thomas lent over the stool. Its narrow top came up to his waist so that he could rest his stomach on it with his feet still firmly planted on the ground. Its cold steel surface felt freezing against his already icy flesh. It shocked him a little, but with a less than gentle tap of the crop on his bare, bald right cheek he was set firm. What could he do...

The Foundation Ch. 11

by FP37 on Sep 16, 2017
BDSM

Chapter 11 Wednesday Afternoon Tea Less than a week after the Lone Star Incorporated Bank approved a $6 million loan to The Foundation, Carmel and Hector lunched at the Grand Hotel to discuss the details of the first three 'adult entertainment venues' to be opened in Austin, Houston and Dallas. The meal of turtle soup, roast duck and peach trifle was delic...

Cynthia's Submission Ch. 09

by GettingItDone on Sep 13, 2017
Anal

Author's Note: This story is a continuation from my previous account, Holdinon, of which I can no longer access due to forgetting the password and having disabled the email account linked to it. Anyways, I will be continuing the story from this account and hope to keep everyone happy and entertained. I am sorry for the long delay, and hope to regain the posi...

Caught! Ch. 04

by English Gentleman on Sep 12, 2017
BDSM

Heather was left alone to gather the required implements and think over her plan. Minutes later, with a quick knock, Matt entered the room, as ignorant as ever about what was about to happen, followed by Lisa. Heather set to work immediately, removing his clothes seductively and leading him to the bed. Once naked she bade him kneel on the single bed. With fo...