Chastity Training Stories

41,592 results
Orientation
Length
Source
Infinite Scroll

Letter from Frost Haven

by justincbenedict on Dec 11, 2018
BDSM

Dear Shoeblossom, Enclosed is a journal I kept after hiring a dominant couple to supervise me for a period of time. I actually first read about Sergei and Kyrsten from "Letter from Maui" and was determined to meet them and hopefully hire them. And it was financially quite steep! And, Sergei and Kyrsten were fun and lively, but they were a tough pair. (I ca...

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...

The Chastity Cube

by justincbenedict on Sep 17, 2017
BDSM

F.X. Copeland came to the Deliosse's front door, lugging the massive box, and pressed the doorbell. A moment later, Santiva Deliosse answered. "Oh, good, Cope, you're here. That's the Zero-Wave?" Cope nodded. "Yep, Miz Deliosse. Works like a microwave, but in reverse. It's an innerustin' invention of mine." Cope lugged the box into the house. It was a big b...

Mistress Takes a New Slave Pt. 04

by ConqueredSlave on Sep 18, 2017
BDSM

I made my way back to my room in a daze. I didn't know what had hit me or what had come over me. I had given myself completely to this woman and I could still feel her hold over me. Even if I had tried to put her out of my mind, the presence and weight of the chastity device locked around my cock was a constant reminder of the hold that my Mistress had on me...

Letter from High Coombe

by justincbenedict on Sep 24, 2019
Exhibitionist & Voyeur

Dear Shoeblossom... I don’t know if my involvement with Satanic Silki is my fault, because of my neurosis? You judge... First, my parents were weird, warped people. The oldest of us kids, Breanne, became an adulterous bitch, and my brother Brian’s effect was, he was a cruel asshole. And he ran off with my first wife. I’m Brogan, the youngest, the “sensiti...

Letter from Lythgoe Heights

by justincbenedict on Mar 7, 2018
Transsexuals & Crossdressers

Dear Shoeblossom: I want to tell you about my male master, Emil. He is Austrian, and although I am, I think a heterosexual male, not really bisexual, or maybe a bit now... But Emil is a find! Just this morning I was being tutored in how to edge without cumming. When I got close, kneeling in front of Emil, he reached down and tweaked the mousetrap on my ri...

My Training In Prison

by KU41 on Sep 15, 2017
BDSM

I am KU41, 18 years old. It's tattooed on my chest and buttocks, with the word next to it SLAVE. I am russian, so I apologize for my english. I fully understand I must testimony only the facts that happened during my slavery and life, for the services of the department of slavery sociology of the university of London. I wasn't born as a slave. I became one...

Innocence Lost Ch. 16

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Gryphon teaches Innocence and Chastity in a college of Further Education; and develops a particular affection for the attractions of Chastity. Gryphon had enjoyed her work as a school-teacher and it was a great disappointment for her when it became clear that she would have to seriously consider a move to another institution - and as there was suc...

A New Beginning

by justincbenedict on Sep 17, 2017
BDSM

Parrish Pindler stood in abject pain as his testicles dragged, with the extensive weights attached to his chastity belt. Babs whacked the weights between Parrish's legs as he stood before her. "Yup, that fellow Copeland is a genius! I needed a little more vavoom to your chastity device, and this certainly has given you something to think about, huh babe?" B...

Letter from Vancouver

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: Having enjoyed so many of your letters from BDSM enthusiasts in the States, I thought I would tell you about my husband, Conrad, the Canadian Cuckold. (Catchy?) My husband Conrad and I are at the Levinger's party, socializing, but of course he is almost ignoring all the other women there, he just gazes earnestly, plucking my arm...he is i...