Cuckold Chastity Resort Stories

23,621 results
Orientation
Length
Source
Infinite Scroll

Henry's Exposed Adventure Ch. 01

by Guiscard3636 on Sep 25, 2017
BDSM

[This is a work of fiction. All characters depicted in this fictional work are 18 years of age or older. Any resemblance of any character to any real person, living or dead, is purely coincidental.] My name is Henry Watson, and when all these things happened I was 18 and a senior at East Point Military Academy, an all-boys military high school in upstate...

My Saturday Night

by honey28 on Sep 26, 2017
Transsexuals & Crossdressers

Dear Readers: Another true story, the weekend following "My Friday Night." Hope you like it... *** After my shower, I dig through my bag for my stockings, glad to see that the garter straps are attached and none have gone missing. I toss them on the bed with my bustier, pick out a pair of black lace panties, and get dressed. Two years ago, I never would...

Halloween Pool Party Pt. 01

by sissymissyct on Sep 15, 2017
Fetish

The Dane Estate sat on 15 acres in the hills north of New York City with a view of the Hudson, plenty of trees and open space and an amazing pool. It was one of the infinity style pools and it looked like you could jump all the way to the river from it. Nearby sat an 8 person hot tub with hundreds of perfectly placed jets. It has a seasonal building around i...

Aeriella and the Vampire

by mattpantyhose on Feb 7, 2018
Sci-Fi & Fantasy

The four men set up their camp in the middle of a glade. There were some who called them vagabonds, but they preferred the term adventurers. Their last adventure was not too adventurous, but at least it was moderately profitable, that was enough not to discourage them. They were on their way to the nearest town to replenish their supplies and spend some of t...

The Bet Ch. 09

by sadkins116 on Mar 25, 2019
Fetish

This is a continuing story about a young college coed who makes a bet with her longtime rival. She soon learns that her bitchy attitude and a stupid bet is costing more than a bit of humiliation, and has taken over her life as well as her sister's and her best friends lives. Although you should read this from the beginning, here is what has happened up till...

My Life as a Wittol Ch. 10 Pt. 04

by CJs_Hubby on Sep 4, 2018
Erotic Couplings

Our last night of celebration, CJ gets what she needs and cuckolds husband. We spent the afternoon strolling through the mall shops across from the casino. CJ asked me to wait in the mall as she wandered into a lingerie shop. Eventually, she came out carrying a small bag with her purchases. I was excited as I asked what she purchased. She tauntingly smiled...

The Galactic Gynarchy - John

by gynarchite on Nov 24, 2017
BDSM

Kidnapped by the Galactic Gynarchy - John's story John awoke with a pounding headache. Gradually regaining his senses, he realised he was not lying flat but on a slab at a forty-five degree angle. He tried to move his legs and arms to get off the slab, only to find them locked in place. Able to move his head, he looked down at his body. Naked! He was nake...

Golden Girl Ch. 13

by Case21 on Oct 16, 2018
BDSM

Chapter 13: The Golden Lady It was a warm summer morning, already promising to be a hot day, and Dorée sat ensconced in comfort, sipping her tea. She could hardly believe how things had changed since she passed through what the Duc called "the turn." He had turned her with a single word from girl to Lady, from slave to Mistress, and turned her world upside...

Kate's Heavenly Hell Ch. 09

by Duke567 on Mar 26, 2019
Loving Wives

If you aren't into chastity stories, please don't read, and don't leave dumb comments. If you haven't enjoyed the previous 8 chapters, you probably don't need to read or comment on this one. If you have read the previous chapters, you know that Kate finally unlocked me from a 2 week lockup, only to ruin my orgasm, and locking me back up. Kate's new plan is...

Jessica's Fondest Wish

by worzel on Aug 18, 2017
Fetish

David Flyinn Was a widower, having lost his first wife to cancer. Jessica flyinn had only had a daughter before her untimely death, and Being born at Easter her name was April. April grew up to look exactly like her mother in all respects. But time waits for no man and as the years past David found someone new, her name was Kaye Barker. David swept Kaye o...