Mistress Chastity Stories

31,125 results
Orientation
Length
Source
Infinite Scroll

The Nemesess Ch. 02

by ProfessorPlums on Sep 15, 2017
Fetish

Correspondence from older (50-70), dominant ladies most welcome. * The next few weeks passed slowly for Chris. He was initially terrified of his new Mistress, - after the ordeal of his 'breaking in'! However, his new Mistress (Theresa) didn't want a simpering bundle of nerves to play with. Dominance for her was a varied and protracted feast; full of spice...

Penis Shrinking from Chastity

by tinywhiteboi on Sep 19, 2017
BDSM

After losing my wife to her big dicked black lover I was pretty depressed. I knew that my 4 inch skinny penis was not big enough to satisfy any experienced women. Sure it was fine as a teenager fucking young girls, but in my mid thirties I figured pussy for me was likely to be rare. While reading pornography on the web I discovered stories about small penis...

Mistress Katie Supervises Ch. 03

by royalrogue on Sep 18, 2017
Fetish

Michael was mowing the lawn when she called. Slowly he had been crossing the small lawn, pushing the mower at comfortable pace chosen to avoid sweating too much in the warm summer afternoon heat. The quiet mower whirred, clipping the few grass blades that had grown tall enough to reach its rotating blades. Luckily, the mower did not prevent him from hearing...

Katie and Willie Pt. 03

by WillieTurner on Feb 19, 2018
BDSM

The rest of the month flew by! Katie took my approval for her to be more demanding of me, sexually, to heart; and she developed new and better ways to tease me to the point where I was in a constant state of arousal and obedience. I was amazed at how strongly my unfulfilled arousal was linked to my increased docility, and my desire to please her. She bought...

Loraine's Self Bondage Re-Creation

by loraineveritas on Mar 12, 2019
BDSM

The following is my re-creation of an event that happened a few years ago. I had been a sissy slave to Mistress Marie for over 2 decades during which I become a totally submissive slave to Her every desire. I think of Her often as She has passed now. While doing Self-Bondage activities shortly following Her passing my wild imagination conjures up the Mistres...

A Slave's Journey Ch. 06 - The Facility

by punishedone on Apr 14, 2020
BDSM

Susanne went off to the yoga room while matt and I went to the wrestling room for a circuit training class. We arrived a few minutes early and I introduced matt to some of the other members and made idle conversation. While everyone waited for the class to begin I grabbed a bottle of water for myself and one for matt. As we drank before we started the class...

Chastity Mansion Ch. 01

by Shavvy3100 on Sep 25, 2017
BDSM

Headache... It's cold in here... Am I lying on the floor? Bright light... Can't see a thing, everything is blurred... High heels clacking on the floor... Must be Eve... Did I pass out? "Eve, honey what happened?" "Ah, you finally woke up. Welcome to Chastity Mansion! How does the cage feel?" Am I awake? Can't be, I must still be dreaming. I'm in a room fu...

Scenes from a Marriage Pt. 01

by DopamineFan on Mar 3, 2020
BDSM

Author's note: As you'll see in this story, my wife and I have recently been experiencing a major change in our sex life. In this series, I'll attempt to document our journey as honestly as I can. The dialog will probably not be exactly word-for-word what we said at the time, since it's based on what we remember afterward, but the events will be exactly as...

Mistress Emma's Revenge

by sissymissyct on Oct 15, 2017
Fetish

Hi I'm Ken. Well I was, now I'm called Brenda. Here's a bit of my story for you. I hope you don't make the same mistakes I did. Because until I got caught misbehaving by my mistress, life was pretty good. At 38, I had a great job as an office manager in charge of 25 or so employees, mostly women, a really good salary, a nice office and plenty of job securit...

The Pantysissy Diaries Ch. 02

by JPantyboyVSL on Jun 5, 2018
Transsexuals & Crossdressers

This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapter 1 before reading chapter 2. *** The Amtrak train Jaymie was onboard with his new Mistress, Sydney had just pulled into NYC. Jaymie had to get...