Cruel Chastity Stories

25,831 results
Orientation
Length
Source
Infinite Scroll

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...

Meritocracy in Buttermilk Falls

by justincbenedict on Dec 25, 2019
BDSM

Learning to take his medicine seemed to be a bear for Ziebert. He tried so hard to hold back his gasps as Brahmin landed the saucepan again and again on his bare buttocks. She'd started Ziebert on hairbrushes and wooden paddles, and then the heel of her Capezios. A metal saucepan seemed to be what a "real man" needed, as she often sarcastically commented...

In Need Of A Bitch Girlfriend

by ChickenchChowMein on May 8, 2017
Fetish

This is under new management, feel free to add and comment. Somehow, there are a new set of rules to be taken in count: 1.- MC will never enjoy, get used to or like the flavor of semen. 2.- Absolutely no men in diapers. Women can wear them. 3.- Almost anything is allowed, except underaged characters, bestiality, guro (you know, main rules), chastity devices...

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Presenting the Snipe!

by justincbenedict on Aug 8, 2018
BDSM

May 2013 The Snipe had been laid off from the yarn mill, and then he'd done a spell bouncing drunks at the "Illegal Beagle" before working for a bit for the verger at Buttermilk Purity Temple. "I think that I have something that more might fit your best interests" Dieterle said with a smile. She sipped her beer and cocked her head. "Isn't that what they u...

Mistress Monique

by bleedndkn on Sep 25, 2017
Fetish

I met Monique at a show. She wore a tight black dress, dark eyeshadow and was by far the hottest girl at the venue. I didn't have a chance. A mutual friend introduced us and I became immediately enraptured with her and in the days to come would constantly think about how to spend more time with her. Then, after an evening with Monique and mutual friends at...

Denial Ch. 01

by Conquered on Sep 25, 2017
BDSM

I don't believe that there's a man reading this who has been symbolically castrated as thoroughly as I. What began as virtually a sexless marriage for my wife and I, has remained a sexless marriage, but changed drastically in nature. In effect, my wife took a passive withholding of sex and turned it into an active withholding with female domination as the we...

Mistress Dusty

by justincbenedict on Sep 15, 2017
BDSM

BUTTERMILK BOWL (possibly Sadistic Spouse in Buttermilk Falls) "But I've not cum in six weeks, Dusty" Crake Ingledew said to his demure spouse. Dusty looked up from her "Cosmo" long pink nails tapping an article discussing depilatory body hair removal. She is so beautiful! Crake thought. Languid hazel eyes with long lashes, the dark eyebrows frowning irrit...

Innocence Lost Ch. 18

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Purity is reconciled with Innocence; Purity is separated from Chastity; and Purity appreciates the value of Twelve, but is displeased by the association with Chastity. Purity hadn't seen Innocence for such a long time, and she was very pleased when she heard that she and her sister had left Wonderground. She'd never cared to visit a place with suc...

Sun Hee's Cruel Tease Ch. 01

by metalimbic on Sep 25, 2017
Fetish

Note: If you are new to Sun Hee's story, you can safely start here, but if you like the story, I encourage you to go back to chapter one of "Sun Hee." This new chapter is written as a reboot, reintroducing all the important characters and main plot, and then picking up where the old series left off. The story is about Sun Hee, a young Korean college student...

Sun Hee Ch. 03

by metalimbic on Sep 18, 2017
BDSM

Try to imagine my walk home that night from Sun Hee's dorm, after having just been caged by her and then unceremoniously dismissed. It was a long walk in the dark across campus, and that gave me a lot of time to think and a lot to think about. But in truth I really only thought about the cage that was now locked around my sex. It felt like some invisible fo...