Chastity Cruel Stories

25,831 results
Orientation
Length
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Infinite Scroll

Seduction at Belinda's House Ch. 14

by AndreaJordan on Apr 8, 2019
BDSM

Belinda and James lay on their bed, still locked together inside Belinda's facesitting shorts. There was little else they could do until Kate returned with the only keys to unlock Belinda's tight and highly secure outfit. Belinda was passing the time by tickling James, and despite the huge advantage she had over him, James was trying to tickle back. "I'm...

My Favorite Tortures

by chatbug on Jun 15, 2020
BDSM

I'm Veronica, and I torture my masochistic husband. We've been married for four years. My husband was looking for a relationship where the woman would be in control, which I craved. My husband wanted a tease and denial relationship and I thought that would be fun. I enjoyed helping him pick out a stainless steel chastity cage for him to wear. It took about...

Wife Alters Husbands Drinking Habit

by Graemie on Sep 12, 2017
Loving Wives

There are moments in life that are turning points which unexpectedly change dynamics in relationships sometimes for the better. My name is Jillian but most people call me Jill, I've just turned 40, have two children and a wonderful husband. I work in the city which means an hour train trip each day to and from work but I enjoy my career and the money so hav...

Letter from Chicago

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: My name's Noelle. I was just reading "LETTER FROM BOSTON"...That dopey rich boy Franz the Fool wrote you about how I was his Candy Striper, when he was in the hospital in four cast traction...and how I teased his cock and balls, and beat the crap out of him...and made him suck off my gay cousin! God, it brings it all back! Truth be told,...

Dominant Housekeeper

by justincbenedict on Sep 12, 2017
BDSM

The new housekeeper, Miss Spargrove landed the thick wooden Spencer paddle for the fiftieth time on Shawn Cirrito's reddened buttocks, and Shawn bit her tongue to keep from screaming. As the paddle, built with holes throughout to make swinging easier and more painful landed again on Shawn's ass, she wondered what Ross was doing. Miss Spargrove had had hi...

The Keyholder Ch. 17

by AndreaJordan on Oct 12, 2020
BDSM

"Lisa meet Ben!" Amy announced excitedly. Lisa was a childhood friend, a single mum whose life was as tough and lonely as Amy's had been before she had met Ben. Now in her early forties, Lisa worked long shifts as a waitress and was constantly tired with sore feet and an aching back. She was dressed in a baggy white blouse and tan cotton trouser that were...

A Daily Ritual

by NullPsyche on Jun 11, 2019
Fetish

As she was deepthroating one guy's cock while his friend fucked her from behind, it occurred to Claire for the first time that male and female sweat tasted different. With this realisation, her thoughts turned rapidly -- as they always did -- to Zoe. She pictured Zoe towering over her, fully nude. She saw her wide, imposing frame with those heavy, plump bre...

The Last American Male

by BuckRivers on Sep 12, 2017
Fetish

Author's Note: This story could reasonably be classified under Nonconsent or Fetish (Tease and Denial) or perhaps even some other category like SciFi. I think Fetish is the best spot, but will offer an apologetic shrug if readers think differently. Happy reading! * "Wake up, sleepyhead!" The guard tapped my bunk with her police baton. I opened one eye and...

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...

The New Neighbour Pt. 11

by FFPeter on Mar 2, 2020
Fetish

At home, the Queening stool now became a regular fixture in our evening schedule. Once Caroline settled on my face for the evening, she would happily spend two or three hours, watching TV while I gently worshipped her nether regions. I was occasionally allowed to masturbate myself, under my apron, but was rarely now asked to tongue her pussy. Instead, she ha...