Chastity Forever Stories

75,844 results
Orientation
Length
Source
Infinite Scroll

Sissy Instructions

by FrostShard on Sep 13, 2017
BDSM

Dear sissy, I trust you are preparing yourself well for our session next week. This session will be your final plunge into the realm of sissyhood. Thus far, you have simply dabbled in it, all the while essentially staying a man. All that will change starting from this session. Starting now, from the moment you finish reading this letter, one thing will cha...

Princess Jazmin Ch. 01

by subboy129 on Sep 14, 2017
Fetish

My name is Dave and I am a 27 year old man living in Connecticut and I have a great job, my own place, a nice car, and live a pretty normal life. Other than the fact that I am extremely kinky and love dominant women and wanted a Domme. This is a story about how I met Princess Jazmin. I was home one night and was screwing around online, looking for something...

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...

Sissy Girl Forever Pt. 03

by sissymissyct on Sep 18, 2017
Transsexuals & Crossdressers

Sissygirl forever continued. Sara stood there laughing at me as Mistress explained how things would be for the near future. She told Miss Andrea that if I wished she could fill them in with the red right now if I wanted. But Mistress said no. She was looking forward to my rushing off to work at times forgetting to polish them. Or eating out with friends and...

Woman in Chastity

by Hugme on Jul 10, 2019
BDSM

I liked men and I think most of them liked me as well. There was only one man though who had all the right to thrust his cock into my throbbing pussy any time he pleased. And whereas I got to enjoy the admiration of men and he let me enjoy them, it was just a matter of time when he was going to lock me up in chastity just to be on the safe side that I woul...

Chastity & Humiliation

by SlaveJ on Sep 25, 2017
Fetish

It has been a month ago today that my wife walked into my office and asked for a divorce. She told me that she had hired a private investigator and had an entire portfolio of photographs of my recent indiscretions. If this were to be made public it would be very humiliating for me professionally. A quick glance at the separation paper drawn up by her attor...

The Perils of Greggie-Poo Ch. 05

by scatwoman on Sep 14, 2017
Fetish

The Perils of Greggie-Poo #17: "Slave To Cock" After years of being a cocksucker for Mishi and her black lovers, I decided to play it straight and try to shed this life of cocksucking. I met a beautiful, upright blonde church-going Christian girl and things were fine, I was seeing Chastity for about a year but then I just couldn't fight those desires inside...

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...

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...

Seduction at Belinda's House Ch. 06

by AndreaJordan on Aug 21, 2018
BDSM

The room seemed very quiet and empty once Belinda had walked away. She had left the small hatch open, giving James a four inch by four inch view out of the trunk, but even that only seemed to add to her cruelty. He focused on Belinda's clothes that she had strewn over a nearby chair, one of the many stripteases that she treated him to yesterday. Pale silk bl...