Cuckold Chastity Resort Stories

23,621 results
Orientation
Length
Source
Infinite Scroll

Li-Lian's Fabulous Pussy

by redtoad on Sep 19, 2017
Mature

(Author’s note: This story is about 18 year-old Robert’s relationship with his girl friend’s mother. Robert’s frequent visits to his girl friend, Hung, home led to an intimate friendship with her parents Jake and Li-Lian as well as their friends Lek and his wife Suzy. These four adults were the source of his education in sex. Li-Lian’s attitude towards Rober...

Jacki's Story Ch. 04

by dan57 on Sep 16, 2017
BDSM

From an idea by real life Dee. Julia's ultimate surrender When he had emptied himself totally inside Kira's twat, Dhanraj just let her legs slide down from his waist. Kira was so totally spent that she couldn't stay standing on her feet and she collapsed against the wall. Her mouth was open and Dhanraj pushed his cock between her lips as she slid down agai...

From MCD to Semen Donor

by boudin5 on Sep 16, 2017
Anal

The Britain Acres Institute where I worked, is both a medical clinic and health spa, owned and operated by women. The clinic staff is entirely made up of medical doctors, CMTs, and Registered Nurses. I'd been working there about a year and a half when the head office at the clinic called me in and instructed me that I must wear a "male chastity device". Th...

Prologue Ch. 02

by jslaveofqueenh on Sep 17, 2017
BDSM

Prologue Continuation As previously seen... She turned and went back to her living room and poured herself a nice glass of red wine. She was interested in j's offer. She thought it could be good for her, and might be fun, at least for a while. She sat down and picked up her smart phone and called her domme friend, Mistress Alex. "Hello, Alex. It's Vero...

Keith's Caught in a Costume Pt. 04

by gaildaniels84 on Dec 30, 2019
Transgender & Crossdressers

Once again, Keith found himself struggling to wake up. But, whereas yesterday had been his fear of what might happen, today he was exhausted because of what had happened. He reached under the sheet and felt at the plastic cage surrounding his junk. Beth, the cheer captain, had locked it on him at the end of cheer practice last night - right after she'd jerke...

The Personal Trainer

by Jane_the_Slut on Jul 30, 2019
BDSM

CW: Body image, bbw, D/s, humiliation, bondage, s/m. *** I'd met James at fetish wear fashion show. I'd come alone and been jostled towards the catwalk among the audience until the partiers in the crowd surged drunkenly forward and pitched me into him. I'd apologized despite spilling my drink on myself instead of on him. He'd laughed at me but I wasn't mad...

The Collaring of Chloe Ch. 24

by MemoryofSnow on May 12, 2020
Novels and Novellas

Chapter 24 -- Dangers of Inebriation **Characters and text are protected under copyright law Needing to recover a little from their hi-jinx so far, Chloe and Mittens returned to the booth, rather than the dance floor, after the bathroom adventure. Only after several minutes sitting there, taking a few watery sips of what remained of her drink, did Chloe re...

Once the Paperwork is Done

by eviltwin52 on Aug 24, 2020
Loving Wives

A little cuckolding for those that are fans and some gay sex tossed in for those of us who like that shit too. As our daughter was escorted down the aisle by Ed my wife Lara hugged me. "We made a beautiful baby girl," she whispered. I nodded my agreement but inside I was torn. Why, if we made a baby girl was my friend and boss walking her down the aisle? M...

Scenes from a Marriage Pt. 16

by DopamineFan on Jul 13, 2020
BDSM

During the rest of that week, I spent some time reading a book called "Uniquely Rika," which I'd seen recommended by a number of people on one of the fetish groups I've been reading. The book was written by a female dominant who describes a practical framework for real-world female dominant relationships, and I thought it might give us some useful ideas to i...

Bound Ch. 10: Happy Ever After

by gene_ericson on Sep 14, 2017
Erotic Couplings

This is the conclusion to a story that was barely a concept, ie the magical corset, and a couple of scenes in my head, when I started putting it down. It certainly was never in my mind that as I fleshed it out it would become 10 Chapters! Thank you to everyone who has been on this journey with me. I only hope discovering these characters has been enjoyable f...