Chastity Resort Stories

17,686 results
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Infinite Scroll

Desire for Wheelhouse Sex

by EgmontGrigor2019 on Jul 31, 2019
Erotic Couplings

Cooper Lusk's bored wife left him nine years ago and fled to Sydney, where she probably became a waitress, petrol station cashier, prostitute or whatever. That's when Cooper handed back his rental home, sold his building maintenance business and drifted south, eager to feel like a free man. A month later he was engaged as one of the three regular skippers o...

Cause Nothing Even Matters

by Arielu on Jan 28, 2020
Erotic Couplings

Chapter 1 *Now the skies could fall, Not even if my boss should call. The world it seems so very small, "cause nothing even matters, at all " ... * Everything about his profile picture screamed out to me... A single picture of a neck, thick and strong, a jawline raised to the Gods so that only his masculine profile was accentuated. Anonymity remained in...

A Perfect Cuckoldress Wife

by gomorrah on Sep 18, 2017
Transsexuals & Crossdressers

My wife rose slowly, before lowering herself down his length again. Her head tipped back, she squeezed her breasts, playfully teasing her own nipples. Her eyes opened, lustfully admiring the chiseled ebony body of her lover. Balanced skillfully on her stockinged toes, she began picking up the tempo as she rode him cowgirl style. Gently biting the corner of h...

Blowing Breezes in Buttermilk Falls

by justincbenedict on Mar 17, 2020
BDSM

Keith loved the way Snooks wore a dress. This one was no exception. It clung to her 36 DD's and accentuated her tiny waist. It had been a long summer, and he'd not seen as much of her as he liked. Snooks was giggling at something Keith had said, and her platinum curls shook, as did her glorious cleavage. "I am so glad we're back now. I wish you'd had more t...

Wedding Night Payback: Sequel

by rick_oh on Sep 16, 2017
Fetish

Author's note: Sometime after posting the story Wedding Night Payback, I was bothered by the fact that Jerry's atonement for his dalliance during his engagement to Tasha, was a lifelong happening. To summarize the story, Jerry was engaged to Tasha. He fucked a co-worker's wife three times one afternoon. Tasha was livid when she found out and called off their...

The Plant Girl

by justincbenedict on Sep 17, 2017
BDSM

September 2005 Norwich Boultwood looked at the clock. Quarter to three. He leaned back in his chair. It was time to go. God, he'd been looking forward to this all week. Beneath his Brooks Brothers twill trousers, Norwich's cock squirmed miserably, yet excitedly in the chastity tube. It was almost time! It had been a week since Willy had been out, bounc...

An Unforgettable Femdom Experience

by heels1994 on May 19, 2020
Fetish

NOTE: This story is heavily based on true events (the odd embellishment or name change!) and it is an experience that I will never forget. The whole story is long but certainly worth the read, if you are a fan of all things femdom/humiliation. I was sat in the University Library one evening with my heart racing. I had an exam the next day but that was the l...

Pantied and Cucked By My Wife

by TammyPanty on Jul 27, 2020
Transgender & Crossdressers

I met the woman who became my wife through a former college roommate. My ex-roommate had known about my history of wearing women's lingerie and my enjoyment of dressing as a girl. He told me he had met a female fertility doctor who had told him she was really turned on by males who liked to dress and act as females. My roommate gave me her phone number and...

Couples Camp Ch. 10

by carnee on Aug 31, 2020
Loving Wives

Couples Camp Chapter 10 Brad was once again woken up by the morning alarm ringing off the walls of the dorm. He along with all the others scrambled around going through their morning routine and getting ready for gym class. "Hey Ten, how did your homework go last night?" His friend and former classmate Nine asked. "Uh well, I got promoted to third grade...

The Life and Tines of Slave N Ch. 02

by Discordianknot on Sep 13, 2017
BDSM

Wherein I demonstrate the importance of rigorous and intentional conditioning of a slave for complete service. As I explained in the first part of this story, I do not often rely on chastity devices these days to control N's sexual behaviors, though that wasn't always the case as I'll explain shortly. I mostly rely on the "honor system" - by which I mean an...