Chastity Belt Plug Stories

97,579 results
Orientation
Length
Source
Infinite Scroll

The Visit Pt. 01: Arrival

by shortonreality on Dec 24, 2017
Fetish

***while I'm still struggling with the next day of The Story of N, here is a quick and dirty one that I came up with. There are (or were, in this episode) "other men" here, so move on if you don't like it.*** ***** I made the arrangements ahead of my two-week "business trip," for which I had used my bonus points to upgrade to a master suite at the hotel in...

The Office Boy Ch. 02

by Aussie Worm on Sep 25, 2017
BDSM

It had been a whole month since I was locked in my metal chastity belt. Samantha had been right, its comfortable but frustrating; sometimes you forget you are wearing it but at the same time you know its there. I constantly hope I will be released soon but Katrina hasn't hinted about it and I know better not to bring the issue up with her. At least she doesn...

First Time Sissy - The Bike Path

by Phillysissylexi on Jun 15, 2020
Transgender & Crossdressers

My roommates had gone away on a trip for a week, so I had the house to myself for a few days. I had been waiting for a moment like this. As soon as they left I went to my closet to find all my girly clothes, toys, makeup, heels, and lingerie. I couldn't contain myself. I was so excited to turn myself into a sissy. I turned on some sissy hypno to listen to wh...

If You Dare Ch. 01

by DVS on Sep 11, 2017
BDSM

This is the first chapter of a fictional tale. As a tale of fiction, it omits many of the safety precautions one should take in a real life situation. Because of this, it should not be considered a template for real life. * * * * * It all started with an ad on a web page. It was an ad she placed requesting a dominant man. A man to take control of her, mind...

Kitten's Day Out Pt. 01-02.5

by Shadowmanxxx on Mar 17, 2020
BDSM

Thank you all for reading another one of my stories. I wrote this over several months just as a fun little story for a friend. Once again, I've gone back to Daddy and Kitten and realism has been bent in favour of fantasy. Everyone involved is over 18 and fully consenting to the events that take place. Hope you enjoy it. Shadow ---------------------------...

Ms. Alexandria - Interview No. 02 Pt. 02

by gasissynora on Dec 3, 2019
Transgender & Crossdressers

This is the third part of the Ms. Alexandria series and part two of The Second Interview. I believe it will stand alone, but will make more sense if you read the earlier parts of the story, particularly Part 2a. This part starts with the last paragraph of the previous part. Ms. Alexandria: The Second Interview -- A day out. Part 2b Mistress walks up behind...

Letter from Grand Island

by justincbenedict on Sep 24, 2019
Sci-Fi & Fantasy

Dear Shoeblossom, As an artist of sorts, I remember reading that the writer William Burroughs spent his final years, after his debacles in New York and Tangier, in very quiet Lawrence, Kansas. It wasn't as exciting as Mexico, where he'd shot Mrs. Burroughs' head off while playing "William Tell" with a martini glass so precariously placed...but it was time...

Jake Lied on his Resume

by Bobdog82 on May 15, 2019
Exhibitionist & Voyeur

There was this old, but well kept, building at the end of the block. Built back in the 1890's, brick building including the corner, windows and balconies wrapping around and continuing on down to the edge of the next building. It's a beautiful building. It was for sale for the longest time, till just recently. A corporation bought it, one of their companies...

The Office Boy Ch. 01

by Aussie Worm on Sep 25, 2017
BDSM

I sat back nervously in the hard chair of the waiting room. It has been some 3 months since my last job interview and I am eager to get this job even though it is not exactly what I want. There is nothing wrong with the job; it's a PC Technician/ Support role for a small advertising company. It's the location, in a small town in the middle of nowhere, 100's...

In Reverse

by funbrian1 on Sep 17, 2017
BDSM

I would like to tell a story of my crazy marriage. My wife Theresa and I have been married for eight years and dated for three prior to getting married. I am five feet eleven inches tall with brown hair and brown eyes and a muscular build. Theresa is a petite blond about five one and 95 pounds will a full B cup breast size. Our relationship started as a ver...