Small Chastity Stories

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Caught crossdressed

by Deedeesissyboy07 on Apr 22, 2025

Im home alone as my housemate is away with his girlfriend and not due home until tomorrow so yi am sitting at my dressing table looking at my newest purchase, a chastity cage a very small chastity cage as i wanted it tight, and a vibrating butt plug with a big purple crystal on the end. I've been a closet crossdresser for ever and have a huge collection of c...

The Keyholder Ch. 07

by AndreaJordan on Mar 5, 2018
BDSM

The weekend in Paris had been fantastic, three whole days with Amy plus three consecutive nights of release. Returning to work had been hard, not least because he had now spent five continuous days inside the locked chastity cage. Nights were particularly hard as his cock had started to expect freedom. In the early hours it would throb and the pressure insid...

Valentina of the Colfax Inn

by justincbenedict on Feb 25, 2019
BDSM

SUPERBOWL SUNDAY AT THE COLFAX INN Valentina was toying with her husband's scrotum. Normally Val wore snug but dignified cashmere sweaters, but today she was clad in a belly tee shirt and what the longshoremen at Buttermilk Pier referred to as "whore shorts". Nibs, Val's loyal and faithful husband was bound to the narrow coffee table in his back office. Hi...

Changes

by Slave2dbg8422 on Jun 4, 2019
BDSM

Changes Chapter 1 After being locked into the micro-sized chastity device for an incredibly long 37 days of teasing torture and denial, I had become more and more submissive to her with each passing day. I was waiting for her to make the trip to come live with me, after a very long, long distance relationship. We've both been switches throughout our relati...

A Different Kind of Home Ch. 03

by starmanz1 on Sep 16, 2017
BDSM

The following night, Thursday, I was not on service duty and so ate with everyone, but even though the conversation was pleasant, I did not seem to be learning anything new about what was going on in the house. After dessert I went to my room. A couple of hours later, Miss Becky walked in. After I kissed her feet, she had me stand up. With a look of disgust...

A Trip to a Clothing Optional Beach

by DanLockered on Sep 1, 2017
Fetish

A large rowing boat approached the shore. It had been rowed from the yacht in the distance. 8 large males glistening with sweat manning the oars. In the centre of the row boat sat what looked like a lady pirate administering a riding crop to the rowers. In front of her a smaller male obviously sitting on the floor of the boat was fanning the lady as she exer...

Masculine Olympiad Ch. 02

by hodownnuzv on Mar 6, 2018
Exhibitionist & Voyeur

Tyler awoke the next morning with a rock hard erection. It pushed the sheets into a sharp pyramid over his body in the warm AM light that dripped through the shades. The shower was on; his coach's bed was neatly made beside him. He resisted the urge to reach down and stroke his penis, today was the most important day of the competition for him and he was alr...

The Mixed Correctional Ch. 02

by klapperz on Jul 4, 2018
Fetish

"Out now, hurry up," said a female guard in a bored depressingly tone. She banged on the metal bars with a clipboard as they slid open for the new day. "Why am I still waiting," she continued with a bored look on her face. "Sorry Ms Battson," said Jack as he and the rest of the inmates stood outside their cells for the morning count. Ms Battson looked at e...

Ballbusting/cuntbusting competition

by Cathilope on Jun 21, 2019
BDSM

Your girlfriend, megan, finally convinced you to enter the competitions shes been watching on the internet. There are multiple types of games, almost all of them involving some form of ballbusting or cuntbusting. You remember watching a few with her where the girls and guys got turns kicking each other in the crotch, and the first one to fall down had to rec...

Miss Samantha's Guest

by Sissy_Desire on May 11, 2020
BDSM

After the last text from Miss Samantha, I've been waiting anxiously to see her again. After getting home that night a few weeks ago watching the video she sent and reading "See ya next time for some more fun, sweetie" I've been wondering what our next encounter has in store. A knock at the door snaps me out of my daydream. Opening the door I see a small bo...