Chastity Plug Stories

24,707 results
Orientation
Length
Source
Infinite Scroll

Solo Submission

by Subkoksukr4u on Jul 31, 2019
Loving Wives

He couldn't wait for her to leave for school. He worked from home and loved to play when ever he had the chance. Sex between them was almost non existent anymore but she still gave him blowjobs when ever he asked. That was part of the problem, Matt didn't want to ask for sex, he wanted it forced on him. He dreaded taking control all the time, he was secret...

Jerry becomes Jill Pt. 05: July 4th

by gasissynora on Apr 27, 2020
Transgender & Crossdressers

Jerry becomes Jill: Part 5: July 4th Week End This is the fifth part of my story about how I became Jill. After having started female hormones, Jill is introduced to group play by Mistress Rikki. The Fourth of July is on Monday and that Thursday evening at dinner Mistress gives me some information about the holiday weekend. She says, "Tomorrow you are done...

Mistress Chronicles Ch. 05

by MistressMtoyou on Sep 25, 2017
Fetish

Background: This story involves my on-line subject Nancy, who I introduced in Mistress Chronicles 4. We've had no in-person relationship. In fact, in all of our sessions Nancy has never actually seen me. I have sent him pictures that I have told him look similar to me, but never an actual photo. * By way of background, Nancy is a computer nerd. Brilliant...

The Perfect Pair Pt. 03

by ChangeYourPassword on Jul 6, 2020
Fetish

The Perfect Pair, Chapter 3 (fetish, chastity, consensual, cross dressing) By ChangeYourPassword Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this story...

The Ranch

by lonerancher on Sep 17, 2017
Fetish

My wife Brenda came home and confessed to having an affair at work with Robert a black man. She said he made her cum so hard and apologized to me. Then she said Jess if I slip again will you leave me I said I would cross that bridge if it came. We had been married for two years, both with good jobs and great house bought life looking good then this affair. I...

Caged for Freedom

by Spreadeagle56 on Sep 13, 2017
BDSM

I had a dilemma. You see I am a very kinky individual and my wife is not so kinky so, for a lot of my life, I am kinkily frustrated. Even more so because I know I can easily fix my frustration, simply by visiting a very good friend of mine. Gail has been in my life for longer than I care to remember. We were once lovers, very good lovers who went way beyond...

coco's Transformation

by freespiritgirly on Sep 17, 2017
BDSM

coco kneeled at her Master's feet, paws up, awaiting her treat. she was panting and her tail was wagging slightly. "That's a good girl, coco!" Master said, kindly, "Good fetch! Here is your treat" and with that, He handed her a piece of kibble, which she gulped down with a smile. "Starting today," Master continued, "your training will begin in earnest. y...

Understand and Obey Ch. 02

by Denialxx on Oct 22, 2019
BDSM

Thanks for the continuous support, and here's the next bit to the story. ________________________________________ And there he was, an hour later, sprawled across a bench; the machine softly humming to the penetration in his hole. The violation was new to him, the consistent invasion of his hole causing his cage to leak a sweet milk. Daphne looked at him,...

Business Trip - Day 01

by pantywriter on Dec 16, 2019
Transgender & Crossdressers

Day 1 At four-thirty in the morning, when you and your girlfriend are both up and screaming at each other to find this and that, because you both have flights leaving the airport within ten minutes of each other, and within ten minutes from six, sex is the very last thing on your mind. We woke on time and were generally getting along well but Emma was havin...

Woman in Chastity

by Hugme on Jul 10, 2019
BDSM

I liked men and I think most of them liked me as well. There was only one man though who had all the right to thrust his cock into my throbbing pussy any time he pleased. And whereas I got to enjoy the admiration of men and he let me enjoy them, it was just a matter of time when he was going to lock me up in chastity just to be on the safe side that I woul...