Chastity Challenge Stories

35,362 results
Orientation
Length
Source
Infinite Scroll

Ready...Set...

by IPleaseYouTease on Oct 6, 2020
Fetish

"Okay ladies. Please take a seat. It's time for our evening's entertainment to begin," my wife announced. She had invited her best friends and their husbands over for, as she put it, 'An Erotic Evening of Fun and Excitement'. We had all met through a swinger's website so this sort of thing isn't new to us but she promised all of us a new twist to the evenin...

Mistress Sharon’s Control Challenge

by CaptainSwitch on Jul 6, 2020
BDSM

My wife challenged me to a contest. She would give me a hand job and I would try to keep from cumming for five minutes. If I could maintain control for five minutes, l would get to fuck her anytime I wanted during the upcoming weekend. If I got too close to orgasm, I had to let her know and "give up" before cumming. If I "gave up" for losing control and gett...

You'll be in Chastity, or She Will

by Revanto on Oct 6, 2020
Audio

All characters are 18 years of age or older. * * * * * Click Here to listen: .mp3 format or .ogg format. (10.5 min/mp3) * * * * * Do you two remember how sweet and innocent you were originally? You knew so little about BDSM. But you were so curious when you learned about it. And the more I controlled you, the more you liked it. Do you remember how you...

The Proposal

by PamperedDiva on Sep 17, 2017
Loving Wives

When I started this journey, all those weeks ago, I stated that I had no intention of locking my husband in a chastity device, no intention of caning or spanking him, and so on. Well, it hasn't turned out like that, and for the most part, hubby has been accepting of our changed roles, and of his loss of control over his life. His acceptance came to an abrup...

Stocking Sperm Challenge Ch. 02

by wordyone on May 7, 2019
Fetish

The second part of the story of the Stocking Sperm Challenge will make better sense if the reader is familiar with the original story. * Naturally, Ruby was enjoying telling April every saucy detail about what she had just put me through at my first and failed attempt at the Stocking Sperm Challenge and the history of my unsanctioned meddling with her inti...

From Claire to Davina Pt. 04

by ernesto77 on Sep 28, 2020
BDSM

A big thanks to 29wordsforsnow for his help editing. Couldn't do this without his help. From Claire to Davina Pt4: Are you game? The text read:     Tease me     Please me     Lick me     Suck me     If you're worthy, you will get to fuck me. Oh no, my wif...

Stocking Sperm Challenge

by wordyone on Jan 1, 2019
Fetish

My sister Dorene was on the phone asking me if I could accommodate her friend Ruby during the Summer holidays. "She's a really delightful woman, generous and easy going, I wouldn't ask you otherwise," said Dorene. Ruby was studying theatre and dance and had to attend a six-week contemporary dance course at the local university. I was certain that my girlf...

The Price We Pay for Exhibitionism Ch. 06

by B3AUTY_BEAST on Sep 25, 2017
Exhibitionist & Voyeur

This story is a continuation of our exhibitionist adventure set up for us by a beautiful but devious girl named Melissa. It can be read as a stand alone story, but would be better if you started at the beginning. Enjoy! * We pull into the dealership just as you finish spraying your juices all over the interior of Candy's convertible. There are a small gro...

Sex Percy Jackson

on Apr 22, 2025

Percy’s breath hitched as Annabeth’s hands gripped his hips, her nails digging into his skin with a possessiveness that sent shivers down his spine. The cold metal of the chastity cage around his cock felt like a cruel reminder of his predicament, but the heat pooling in his core was anything but remorseful. He could hear her breath, heavy and impatient, as...

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The Perfect Pair Pt. 09

by ChangeYourPassword on Oct 6, 2020
Fetish

The Perfect Pair, Chapter 9 (fetish, chastity, consensual, cross dressing) By ChangeYourPassword Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this story...