Chastity Belt School Stories

160,432 results
Orientation
Length
Source
Infinite Scroll

Slave Spalding

by justincbenedict on Sep 19, 2017
BDSM

One Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Spalding had asked his Mom to dominate him when he finished his first year of college, at age nineteen... Yes and she'd put him in chastity...although he'd had a p...

Letter from Sherier Place

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: I am a member and Substitute Treasurer of the Keeplock Club, a select group of women who keep their husbands and significant others in chastity belts. Our oldest member is seventy-eight, the youngest, a college junior. It's a constant vigilance, and I thought you might find it interesting, as your column discusses much of this. On Wednesd...

Letter from Vines Village

by justincbenedict on Sep 17, 2017
BDSM

I drive a sterilized knitting needle through my son's left nipple. Sowell grimaces, but he is sucking on one of my bloody tampons, and his buttocks hurt from the vicious caning I gave him earlier. I surprise Sowell—when he's coming out of the tub, wet, naked and vulnerable, I charge in with my whippy cane and leave red, bloody streaks all over his slim whit...

Letter from Newark

by justincbenedict on Jan 8, 2019
BDSM

Dear Shoeblossom, I am just an ex-cocktail waitress who married a troubled but worthwhile guy. Mom always told me to find someone classy like a dentist or a Buick dealer. "Mariah, it's as easy to fall in love with a rich guy as a broke guy." But I fell for Raymond Withers, Jr. hard, and I married him right before he went to Vietnam. Still, as in all marria...

Master Squirrel

by justincbenedict on Jul 29, 2019
BDSM

Orson looked at Squirrel hopelessly. "I really need to get out of this thing, dude." Orson was standing in the middle of their living room, naked but for his chastity device, and looked really desperate. Squirrel snorted. How strange things had gotten in the past nine months. Squirrel was a bit of a geek, and had been kind of flattered when the most popular...

Master Knows Best

by justincbenedict on Sep 17, 2017
BDSM

Shane moaned as Ansel licked the underside of his balls and then used tiny bites back up his shaft until he got the swelling head. Ansel licked his glans, and then deep throated and constricted my jaws for just the right moment, and Shane wiggled his thighs and shot into Ansel's mouth, and Ansel swallowed greedily before pulling my head off his bloated coc...

Spalding and The Cheerleader

by justincbenedict on Sep 17, 2017
BDSM

22 year old Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Mother was mad at Spalding... She was going to punish him through humiliation by making him jerk off in front of the hottest cheerleader at Buttermilk Fall...

Letter from Augusta

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom Deuce, my second son is finally beating me at Ping-Pong. The ball flies over my head! When I was a kid the balls were just white, but now they come in neon orange! Deuce looks relieved, I wonder why. Is it because I have always punished him, taking his pants down and spanking him hard with my paddle when I beat him at table tennis...what a...

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...

By My Own Device

by maxout09 on Sep 12, 2017
Sci-Fi & Fantasy

3:00 pm 12/16/15 - Present day My name is Christine, and I'm a 30-year-old high school teacher with a very interesting tale to tell. I'm a sex slave to a computer. But to fully understand what brought me to this moment, I need to start from the beginning. I grew up an only child in a farmhouse. It's not that my parents were farmers they just wanted the so...