Chastity Girlfriend Stories

61,196 results
Orientation
Length
Source
Infinite Scroll

Morning Service

by SadistGoddess on Feb 7, 2018
BDSM

You awaken to the soundless vibrations of a strap releasing gentle tingles through your balls and up the shaft of your dick. Why the strap is on your balls doesn't quite break the surface of your consciousness. You remember allowing it to be put on the night before, but why... you moan softly and roll over in the warm nest of bed sheets and the comforting bl...

The Keyholder Ch. 11

by AndreaJordan on Feb 11, 2019
BDSM

It was an hour later when Amy opened Ben's bedroom door a crack, cautiously peered outside and then tiptoed out into the lounge. Her hair was up in a rough bun, her feet were bare, and she wore blue jeans and a tight black tee-shirt. She wasn't sure whether Ben had heard her masturbate and she kicked herself her not being quieter. She picked up the key to...

Myra and Jack in Toyland

by ValoryG on Sep 11, 2018
Toys & Masturbation

Myra has had me, Jack, the one and only, wearing a Confin (chastity device) for three weeks now. She had announced brightly that she'd only have sex with me if I wore it. She'd read about using one in a little porn book passed around between her and her friends. I think they thought it hot and entertaining but only Myra got it into her head to actually liv...

Tricked into Sissification

by AnalOnlySissy on Aug 4, 2020
BDSM

Rene: How do I get her to go out with me? Brittani: You dont! Hahaha. She is way too pretty for you. Rene: I know. It's just I really like her. Isn't there anything I can do? Brittani: I can put in a good word for you, but you have to do something for me. Rene: Oh that would be so great. I'll do anything please. Brittani: Hahaha you are such a pathetic loser...

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Solo Submission Pt. 03

by Subkoksukr4u on Sep 23, 2019
Fetish

Debbie awoke the next morning refreshed. She was alone in the large California king bed. Cindy, already up but let Debbie sleep in a bit. It was Saturday and neither of them had anything to do but relax. Images of her husband sucking dildos and eating his own cum popped into some of her first thoughts. Having sex with Cindy convinced Debbie that someth...

Chastity is Rewarded

by AlinaX on Sep 11, 2017
Fetish

They couldn't have planned it better if they'd tried. That was my first thought, once the initial panic was over. A moment of wry, bitter sarcasm as I studied the mess they had made of my clothing. My suit was very likely ruined by the black coffee stain, and my shirt and trousers were soaked through. Not a very expensive suit, thankfully, but I only had two...

Virgin Tease

by rick_oh on Sep 13, 2017
BDSM

First Clinician Jenny called Rob from the waiting room and led him to a treatment room. As he followed her, his eyes focused on the slender beauty with light brown hair and a crisp uniform dress that settled a few inches above her knees. Her bare legs and white sneakers, as well as her walk, had an innocent teasing quality. Her smile conveyed a sensual depth...

Soames's Submissives: The Game

by justincbenedict on Sep 17, 2017
BDSM

Calvin knelt, naked on the Consequences square of the game... Looking at the sexy girl in the cheerleader outfit, and her muscular companion, both of them in their early twenties, but otherwise looking very much like the kids who awed Cal in high school. Cal had told Soames (in confidence) that once, a girl had asked him to the movies, one he'd had in his...

The Evolution of a Femdom Marriage

by herpantyboy on Sep 18, 2017
BDSM

I woke up this morning and realized that I'm living in a femdom marriage, that the fantasies I've had in years past are now a very real situation happening right now. I look down at my waist and slowly put a hand under the waist band, then pull down and notice a pair of black panties with pink lace covering the little bulge of my dick in the silicon chastity...

The Secret of the Island Pt. 03

by neoview on Oct 12, 2017
Transsexuals & Crossdressers

Sorry about the long delay. I was supposed to finish this like 2 months ago. But I got lazy and I couldn't really decide how to chain things together. It's a long story so it may probably need at least another 6-7 chapters before I finish it. I have other projects I'm working on, so I didn't really took priority. Anyway enjoy this shorter part. ------------...