Bald Mistress Chastity Stories

46,788 results
Orientation
Length
Source
Infinite Scroll

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...

Femdom Vacation

by eatmebeatmeguy on Sep 11, 2017
BDSM

Bored with my mundane office job and my sexless marriage, I downloaded an app that allows you to vent and share your secrets anonymously. Like most things on the internet, it became over run with thirsty perverts. Myself included. With it, users can chat with people or post publicly. Through using this app, I made friends with an American woman living in L...

The Release of Heidi's Rest Pt. 04

by BacchanaliaoftheRedWolf on Sep 23, 2019
Sci-Fi & Fantasy

Part the fourth - In which the circle is no longer needed. Sister Petra had been missing for two days now, and, as the Mother Superior laid out the morning sermon for her sole remaining Sister, she sighed. She could see the glances, not at her, nor at the symbol above them, the symbol of their faith, but the doorway. More specifically, the doorway to the h...

Her Male Wife

by Zippeduptight on Nov 6, 2018
Transgender & Crossdressers

Sometimes I wonder how I got into this mess. The answer is obvious but it usually comes during the day when I pee. Carla's orders are to sit when I pee. I lift up my skirt, and tuck the exposed chastity device down, and relieve myself. Just like now. The shiny pink pvc sissy maid outfit she bought for me is locked on at the neck. I stand up and flush walking...

Decent into Debauchery Pt. 01

by LucidlyConfused on Sep 12, 2017
Exhibitionist & Voyeur

Edited by Slavegirl70 ***** I woke up early for a run in the crisp air before the sun came up; it was the only way I could clear my head. I got dressed in a pair of tight shorts that were a bit small and a sports bra. Sure, the outfit was a bit revealing, but it was four thirty in the morning—who was up besides me? I began to stretch in the front yard as...

The Office Boy Ch. 03

by Aussie Worm on Sep 25, 2017
BDSM

In the previous episode slaves Samantha and Steven both earned 3 months locked away in chastity for sharing a bed. However Steven earned another 3 months for running away from home for the day. Katrina who was beginning to like her slave invited Steven to her bedroom for the night, although he had to sleep on the floor. --- "Steven wake up." Katrina said...

Mistress Chronicles Ch. 05

by MistressMtoyou on Sep 25, 2017
Fetish

Background: This story involves my on-line subject Nancy, who I introduced in Mistress Chronicles 4. We've had no in-person relationship. In fact, in all of our sessions Nancy has never actually seen me. I have sent him pictures that I have told him look similar to me, but never an actual photo. * By way of background, Nancy is a computer nerd. Brilliant...

Letter from Boston

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: I have read with interest your letters from chastity belt couples. I really thought I was an enthusiast, but now I think it may have gone too far. My love affair with chastity and denial began, I think, in my early twenties. In the summer after my junior year at Harvard, I wrecked Dad's BMW while drunk on the Montauk Highway, near our vaca...