Locked In Chastity Stories

360,266 results
Orientation
Length
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Infinite Scroll

You Took Everything

by playplay19722 on Sep 12, 2017
BDSM

Today you told me it has been a year since we first decided to get together 24/7. In that time you have taken everything from me and I have gladly given it. When we first started dating you put me in Chastity. That was the beginning. First you took my ability to say no to you. On our first weekend together you tied me spread eagle on the bed and began teasin...

The Keyholder Ch. 01

by AndreaJordan on Sep 26, 2017
BDSM

"Just that please." Ben mumbled as he nervously placed the steel chastity cage and padlock on the counter. He was on his way back from drinks with the football team and the elation of winning, combined with the alcohol had given him the courage to finally indulge one of his fantasies. Careful not to make too much eye contact, he glanced briefly at the wo...

Miss A's New Play Thing Pt. 03

by Pornenthusiest on Dec 2, 2019
BDSM

Alex, the 23 year old virgin, had just left his first session with his new Mistress, Miss A. He left chastised, blackmailed and with a new obsession with feet. Chapter One: The Envelope Alex had gotten on the bus, it was his first time in public wearing his chastity cage and he was very self conscious about it. He thought he could hear the lock click agai...

Miles's Conundrums Ch. 09

by justincbenedict on Sep 16, 2017
BDSM

Gretchen completely stubbed out her cigarette on my tortured glans, and then held the butt up to my face. "Swallow it!" she demanded. I shook my head, and she punched me in the stomach. I buckled over, straining at my hands cuffed behind my back, and as my mouth opened, Gretchen shoved the disgusting butt in, and held my nose until I swallowed it, retching....

Visions in Buttermilk Falls

by justincbenedict on Sep 13, 2017
BDSM

After Fanchon and her graduate student friend, Morse got in the house; Fanchon quickly went and switched on the computer web cam. "What do you think of this, Morse?" Fanchon asked. "This is my Wink's Wanking Web cam! Every night between nine and twelve my friend Theodosius Winkleburger masturbates for three hours in front of the camera, and I get to watch hi...

Duncan Gets Engaged

by justincbenedict on Sep 12, 2018
BDSM

Duncan Lipscomb looked at Wren Johnson sadly. He really wanted her to marry him one day, but he kept pissing her off. And she looked very annoyed now. Wren was reclining on the bed, gazing fixedly at her Ipad. "Wren, please." Duncan begged. Wren looked over at Duncan, cocking her head. God she looked so cute in that body stocking. It was worth every penny...

Letter from Tulsa

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: Kenyon and I walk along the beach as we vacation in California. It is not really a nude beach, just a clothing optional beach, and Keni has optioned that I walk naked, except for my chastity piercing, and she is wearing a pale blue bikini, to which her curves are magnificently displayed. I am in a bit of pain. I put regular milk in her co...

My Sissy Life

by snorn on Nov 26, 2017
Transsexuals & Crossdressers

I love being a sissy. I have been in permanent chastity since 27 Sep 2016, and am loving it. I have sissy training rules that are focused on keeping me doing the household chores and training me to be rented out as a cheap sissy whore/maid, a list of sissy motivational sayings which I listen to on repeat whilst doing nightly chores, and service rules for th...

Chastity Keyholder Sexting

by her_pantyboy on Aug 31, 2017
Fetish

This morning my Keyholder was at work and i was 1200 miles away locked in a CB6000s chastity cage with a plastic numbered lock (485807). i was telling Her how much i missed Her and we were just talking about everyday life, when in the background i heard one of Her male coworkers bring Her a cup of coffee. As he gave it to Her, She said, "thanks bitchboy". i...

Pegging for Promotions

by TheDougler80 on Sep 18, 2017
Fetish

Doug was less than five years out of college, only in his late twenties and had already started one of the most successful businesses in his city. It seemed as though he had made every right decision since leaving school. That is, until he decided to hire a personal assistant. There were a number of qualified candidates, but when Melissa walked into his off...