School Chastity Stories

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From Charity to Chastity

by carrteun on Mar 10, 2020
First Time

This is my submission to the 2020 Valentine's Day contest. Please take a second to vote if you enjoy reading it. I've already enjoyed reading some of the submissions and look forward to reading more entries. Good luck to all the authors. * I almost felt like I didn't belong the first few weeks. Many of the faces were only a handful of years younger than me...

Innocence Lost Ch. 16

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Gryphon teaches Innocence and Chastity in a college of Further Education; and develops a particular affection for the attractions of Chastity. Gryphon had enjoyed her work as a school-teacher and it was a great disappointment for her when it became clear that she would have to seriously consider a move to another institution - and as there was suc...

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...

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...

Innocence Lost Ch. 17

by bradley_stoke on Sep 16, 2017
Novels and Novellas

In Which Gryphon purchases affection and gains a little satisfaction; the provision of Chastity to those willing to pay; and Gryphon's discovery of the hidden virtues of Innocence. Despite the rewards of her affair with Chastity, Gryphon still didn't feel that her sex-life was wholly satisfactory. She acutely felt the insecurity of having a relationship wit...

Collecting Catholics: Chastity

by Sosela on Sep 12, 2017
NonHuman

"You have to come see this!" Catherine giggled conspiratorially, looking left and right to make sure no teachers or nuns were around. Mt. St. Vesper Ladies Finishing School was quite strict, and the staff tended to spy on their students even though they were of legal age. It was a catholic college in all but name, and even though the Dean said that student...

Secrets of the Deep Ch. 04

by Lady Malachite on Sep 15, 2017
Sci-Fi & Fantasy

Once there was a little mermaid who was forced to wear heavy wreaths of pearls on her head and a parade of oysters on her tail to show that she could take her place amongst her noble sisters and inherit the title she was born to. She bore the pain with great endurance, for she knew no other option. Perhaps it is not so surprising, considering all, that she...

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 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...

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...