Chastity Trap Stories

19,658 results
Orientation
Length
Source
Infinite Scroll

Oh Boy

by justincbenedict on Sep 16, 2017
Transsexuals & Crossdressers

He'd had to take the job to pay child support for Davina and Dakota...what could be worse than being a probation officer...and then it happened-scandal! How had Norville ended up dating one of his probationers? Norville remembered when the pretty ash blonde with green eyes had come into his office, one long list of priors...forgery, credit card fraud, burg...

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...

Trudging The CessPonds

by MrFinesse on Apr 7, 2018
Fantasy

You are a penniless citizen in the kingdom of Gradrod. You are currently living in a large poor house with over twenty other people, taking odd jobs from the farms and plantations outside the kingdom's walls and barely making any money. You have always wanted to be an adventurer, but never knew where to look for treasure and even if you found a spot, it's us...

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Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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Loraine's Quest Ch. 05

by loraineveritas on Sep 19, 2017
Transsexuals & Crossdressers

As I lay on top of the vaulting horse with a clear view of Leonardo and Venus who were both still assuming the position. I focused on the sensations assaulting my body, my cock stretched by the leather cock trap, my cock and balls held in a vise like grip by the "lips" of the leather "pussy", my nipples tormented by the twist lock clamps attached by the smal...

Vanilla Wife Not So Vanilla Ch. 02

by Palancar on Jul 30, 2019
Fetish

In this next installment there will be sex but there will be a lot of fantasies and thoughts too. It is more of a way to set up the rest of the story. I think you will enjoy it if you read it with that fact in mind. ***** The next few days. I woke up at my normal time the next morning feeling very well. As I stirred I realized I had my normal morning wood...

Head Shrinking - Big, or Little?

by justincbenedict on Dec 9, 2019
BDSM

India smiled at the young couple. She loved seeing clients in this office. It seemed so cozy and the clients could cuddle while talking to her... It was a great couch. Reed looked a bit tense, but it had been months since he'd been out of his thing...of course when India thought of her husband and how long he had been in a tube, it didn't really give her mu...

Accidental Cuckold Ch. 06

by Brass_ankle on Aug 31, 2020
Interracial Love

2009 Seattle, WA "Thomas! You're my lawyer!" Cassy said sternly to the very uncomfortable man across from her. "I need options, not problems!" "Ah... yes... ok..." Stammered the bald man as he adjusted his collar, Cassy had a way of getting him flustered. The petite black haired woman with a streak of red towards the front huffed as she paced his office...

Letter from Wichita

by justincbenedict on Dec 24, 2019
BDSM

Dear Shoeblossom I was so nervous when I got out of the Uber. I had been e-mailing with Tish for some time and had been so enthralled by the details of how she trained her husband, Guapo. Apparently Guapo had been the child of nobility, or rich parents anyway, and had been sent to the U.S. to study engineering, but after his discovery in some femdom escapa...

Mistress Vavi

by justincbenedict on Sep 19, 2017
BDSM

Desmond Carne looked worshipfully at Mistress Vavasour across the table at the Paincafe, Buttermilk Falls's restaurant that served the kinky set. Vavi was so delicious, her impudent curls bouncing around in the close crop on her head...She grinned at Desmond as she speared her last asparagus. "What's on your mind, Desmond?" Mistress Vavasour asked. "Rememb...