Chastity School Stories

109,968 results
Orientation
Length
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Infinite Scroll

Interracial In-Laws

by scatwoman on Sep 12, 2017
Interracial Love

My wife, Chastity, has a sister, Bella, several years her junior, who has always been on the wild side. My prim and proper wife was usually aghast at the latest information concerning her little sister's sexual exploits. It wasn't that she condemned her, she just didn't understand her. I, on the other hand was always fascinated, and frequently aroused by her...

A Wedding in Cathedral Heights

by justincbenedict on Sep 17, 2017
BDSM

-Book One Giles stepped into the vestibule, blushing. Keri smiled. She enjoyed Giles, he was a real gentleman, excellent manners, generous tipper...but despite the fact Giles was three times Keri's age, whenever he came to visit, he was like a bashful thirteen year old.He had none of the manipulative guile that Gerry, Keri's fiancee had. In her struggles...

Locksmiths Have All the Fun

by JBEdwards on Feb 7, 2018
BDSM

I met Louise in my freshman year of college. She was the prettiest girl I had ever met, but she was special in another way. Unlike some pretty girls, who were stuck up, so to speak, Louise was charming and sweet. We dated for three months, but sexually I never got anywhere with her. We enjoyed some kissing and a little petting, but Louise was not really in...

Black Cuckold Phenomenon

by Samuelx on Sep 16, 2017
Interracial Love

After due consideration, Wanda Polley-Voltaire decided that she would make her husband Stephen's fantasy come true. For she loved her dear hubby, Stephen Voltaire, more than life. From the moment they met at Howard University in Washington D.C. in 2001, Wanda knew that the tall, dark and handsome brother from Houston, Texas, was meant for her. Thirteen years...

Camboy's New Mistress

by pluggedforlife on Jun 5, 2018
Transsexuals & Crossdressers

His heart was pounding with passion. The big black dildo slid in and out of his well-lubed butthole, tickling his prostate. He could feel the large black penis glans squeeze out a drop of precum as he exhaled a moan of lust that was building up in his lungs. His steel chastity cage was flopping up and down, hitting his smoothly shaven crotch. His silver ho...

Imprisoned in Chastity

by Longjohnsilver30 on Aug 31, 2017
Fetish

Lynchburg prison was a low security prison for non-dangerous criminals. Mostly white collar criminals with money ended up in this place. It was actually not too shabby a facility. It had single rooms with en suite bathrooms equipped with private showers, drawers for your limited clothing choices and a TV in each room. I was even able to take my Xbox into the...

Pledging Virginity

by Carol1973 on Sep 12, 2017
First Time

I took a pledge in high school to remain a virgin until I was married. I came from a conservative religious family and the church was my harbor in the stormy sea of adolescence. Frankly, it didn't seem like a big decision at the time. My best friends were members of the same church and several of us took the pledge together. We bolstered our pledge by prayer...

Fun with Slaves

by BurningSilk on Apr 8, 2019
BDSM

This is a sequel to "Branded By The Sun". ***** Darreen and Shaylah were lying next to each other on their backs on a king-sized bed, with their heads on soft pillows surrounded by halos of long sandy-coloured hair. Their pale skins were slick with sweat. They were moaning, because they were receiving oral sex from their slaves. The slaves were lying face...

Letter from Friardale Lane

by justincbenedict on Sep 24, 2019
BDSM

Dear Shoeblossom, I love my fiancée, Harmony Harrow, but the engagement has caused me quite a bit of stress. We have played in the BDSM scene a bit, so I didn't object that much when she put me in a chastity cage. I thought it was just for the weekend, but she seems to have left it on, and her excuses haven't really comforted me. "Harmony, I get it, you w...

Letter from Providence

by justincbenedict on Sep 24, 2019
BDSM

Dear Shoeblossom-- I love your letters, but noticed you had nothing from our humble Rhode Island. During corner time after a painful discipline session, I turned my phone's recorder on. I love my stepdaughter, and wouldn't embarrass her, but she is so wild she doesn't care, and of course she is of age. This is for your "Taped Confessions" Eugene Scobrinks...