Chastity Training Stories

41,592 results
Orientation
Length
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Infinite Scroll

Controlling Wife Ch. 01

by AllGiveNoTake on May 12, 2020
Fetish

My wife (Allie) and I (Rory) have been together for a little over three years now, she is quite aware that I'm the kinky, weird one out of the two of us. We are both in our late twenty's with fairly successful careers thus far. Soon after we started dating, through casual talk, she informed me, that in every relationship she was the controlling one. Why she...

Her Butler Pt. 04a - Alternative Ending

by patannon on Oct 19, 2020
BDSM

Her Butler Alternative Ending © Pat Annon 2020 [This is an alternative to part 4 of the story series, Her Butler. It is an exploration of consent and non-consent in a long term D/s relationship.] Jennifer was at his bedside when her butler died. "Complications following his stroke." Memories of a life well lived flooded the room as she processed his final...

Mistress Chronicles Ch. 03

by MistressMtoyou on Sep 25, 2017
Fetish

Title: Decision time Background/update Even if you've been following the last couple of stories about my subject, Muffin, you might want to read this background as there are a few new points of note. Muffin is slightly heavyset, 36 years old, about 5' 7" and 160 pounds. He is quite submissive and seems to be aroused by a number of fetishes, but he professe...

Feminazi Key Holder Ch. 01

by Rizmatiz on Sep 17, 2017
BDSM

Feminazi key holder. "Starting bids at $1 to purchase this man?" That question was the beginning of the end of my life as a free man. I had fallen foul of the new debtor laws. Essentially we had returned to Roman style indentured servitude when made bankrupt. Your debt was sold to the highest bidder and you were their legal property for life. "I bid $1",...

Letter from Van Nuys

by justincbenedict on Oct 8, 2019
BDSM

Dear Shoeblossom, So I am a nice California girl, and when Kraven, my neighbor asked me to help him with his chastity belt training, I thought it was weird but kind of hilarious. I make a small living as a massager of sorts, my mom moved to Los Angeles to be a movie actress, and wound up in porn, and I got away from her and moved here to the San Fernando V...

Her Male Wife

by Zippeduptight on Nov 6, 2018
Transgender & Crossdressers

Sometimes I wonder how I got into this mess. The answer is obvious but it usually comes during the day when I pee. Carla's orders are to sit when I pee. I lift up my skirt, and tuck the exposed chastity device down, and relieve myself. Just like now. The shiny pink pvc sissy maid outfit she bought for me is locked on at the neck. I stand up and flush walking...

How Chastity Changed My Life

by ronron1818 on Apr 22, 2020
Fetish

My name is Mary and I am 45 years old. I am ok looking, nothing that spells out sexuality in any obvious way. My life changed dramatically last year when my husband Mike started to work as an accountant for an all female sex toy company; that is owned and managed by Lisa who is a very sexual and sexy young lady. Lisa is 26 years old; tall and thin. She ha...

Black Nation Ch. 01

by tunnel00vision on Sep 17, 2017
Fetish

He felt a shock to his chastity belt and immediately looked back at the screen. A camera above used eye-tracking to make sure he was always watching the screen when it was in this mode. The TV was tuned to the government's black cock worship channel—an endless montage of pretty women pleasing black men and making them cum, used mostly as a reminder of what w...

Letter from Boston

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: I have read with interest your letters from chastity belt couples. I really thought I was an enthusiast, but now I think it may have gone too far. My love affair with chastity and denial began, I think, in my early twenties. In the summer after my junior year at Harvard, I wrecked Dad's BMW while drunk on the Montauk Highway, near our vaca...

Isaac Moves in New Circles

by justincbenedict on Oct 22, 2019
BDSM

Pleziewska "Plum" Kronislaw watched with fascination as her cousin Isaac kind of danced naked, his legs apart as his uh, paramour, Mesquite DiMarco used Isaac's Zippo lighter- ...The flame hovering just under Isaac's engorged testicles to distract him as he masturbated. "I hope this doesn't make you feel terribly uncomfortable, Plummy" Mesquite said, smili...