Chastity Vacation Stories

28,540 results
Orientation
Length
Source
Infinite Scroll

Pinky's Fantasy Pt. 01

by careyrx7 on Mar 17, 2020
BDSM

After a while, Alice was convinced to try chatting with other wives and potential boyfriend ( or Bulls ) about turning her husband into a real cuckold. Her husband had added a Shortcut to her laptop to a Cuckold Information site and she suspected he chatted regularly. After reading a few articles, she realized that her husband's inability to fully satisfy he...

Innocence Lost Ch. 19

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Alice rediscovers Innocence and learns the virtues of Purity; in which Innocence and Purity are shown in the practise of religious devotion; and in which Innocence leaves Chastity and Purity loses Innocence. The fruition of all plans is often much less than the ambitions associated with their formulation, and so it was with the vacation that Purity...

Femdom Vacation Ch. 03

by eatmebeatmeguy on Sep 11, 2017
BDSM

*** please read parts 1 and 2 to get the full story *** ***** Mistress Alana walked into the room while I was still lying there, helpless, caged, and flaccid. She climbed onto the bed and looked me in the eyes, staring into my soul. She slowly stroked my chastity cage, sometimes touching the skin of my tender meat - all while whispering to me. "You are m...

Treva Makes the Perfect Man

by justincbenedict on Jun 19, 2018
BDSM

Shep shook his head as the door closed on Gibbon and his wife. "What happened, hon?" Shep smiled uncertainly at Treva. "Well, Gibbon had a deal going with his wife that if he sucked a certain number of cocks he could cum early... He's only entitled to two orgasms a year, but he earns a certain number more for how many men he services for his wife, say, 90...

Bibbit Smithers's Ordeals

by justincbenedict on Jul 11, 2018
BDSM

The Colonel's Chastity Tales June 2018 Stories BIBBS JUST CAN'T GET A BREAK Bibbit Smithers, Senior wondered why he was spending an expensive week at the Thumbscrew Lodge. Bibbs had had his ass kicked by his older brother, "Smitty" which you would think would have been bullying enough, right? And, Bibbs, no jock, had been charged with handing out towels t...

Scent of a Cuckold

by cuckytoher on Sep 14, 2017
Fetish

I lay on my side, my face level with her armpit. My tiny cock strained against the CB3000 I had been locked in for the past week. My fingers dove into her sloppy, wet pussy concentrating on finding the underside of the tiny nub that sent shivers down her spine. My nose and olfactory senses were consumed by her scent. A scent of sweat, sex, alcohol and cuck...

Kate's Heavenly Hell Ch. 02

by Duke567 on Sep 11, 2017
Fetish

For those of you who read the first installment, you already know how a typical week went for us when we had Alexa over for dinner. We had been having here over for 'dinner' on Friday nights about once a month for the last couple of years. This story started about 4 weeks ago. It seemed just like any other week... Kate, my wife, liked to surprised me. I t...

Living Their Fantasies in Paris Pt. 01

by ChangeYourPassword on Dec 2, 2019
Fetish

A couple create new lives in 40 days A long, day-by-day account of a happy couple living out their fantasies and fetishes on a life-changing trip to Paris. (FETISH, Latex, Chastity, Humiliation, Reluctance, Chasti-Permalock) Author's note: This is, of course, pure fiction. In a couple of cases the timeline is somewhat unrealistic (for example: for surgic...

Mistress Di

by justincbenedict on Sep 14, 2017
BDSM

Di gently stroked Trent's dick with her red nails. "You like that, Trina, you little bitch?" she whispered softly in Trent's ear. "Mama may want you to go suck some dicks for her later worthless little tranny-bitch." She lay next to Trent in her low cut blue velvet embossed chemise and scalloped lace trim. Trent, for his part was wearing pink stockings and...

Letter from Augusta

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom Deuce, my second son is finally beating me at Ping-Pong. The ball flies over my head! When I was a kid the balls were just white, but now they come in neon orange! Deuce looks relieved, I wonder why. Is it because I have always punished him, taking his pants down and spanking him hard with my paddle when I beat him at table tennis...what a...