Chastity Self Bondage Stories

102,794 results
Orientation
Length
Source
Infinite Scroll

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...

The Roommate Pt. 12 - Miranda

by ValoryG on Sep 19, 2017
Transsexuals & Crossdressers

Chastened, Josh/Lori nursed her wounds for days, and little was said between her and Miranda, except when the dominant asked how Lori had opened her chastity when with Cassie. "I bought a master key on the Internet," answered Lori brightly. "Actually, my penis is getting a little irritated by the plastic over such a long time." "Give me the key. It obvious...

His Fantasy Brought To Life

by ksha on Sep 16, 2017
Anal

To my surprise, my first story was received quite well! So thank you to everyone who read and liked it, hopefully I can continue to make enjoyable stories. As per a request in the comments on the last story, I am writing this. It's a stand alone from the other story, but follows similar lines. It's also going to have a long build up, but I'm hoping the end...

The Moral Slavery Ammendment Ch. 06

by Vslave on Jun 1, 2020
BDSM

The camera man brought Ava Abrams to their manager's house, a small mansion in a quiet bedroom town only a twenty-minute commute out of the city. On the way Ava was given back her clothes which her colleague had picked up from the floor of the theater. She also opened her slave training kit which she received from a secretary on the way out of the courthouse...

Mistress Takes a New Slave Pt. 05

by ConqueredSlave on Sep 18, 2017
BDSM

I arrived at Professor Cooper's house at 9 on Saturday as she had instructed. I knew that when I entered she wouldn't be my Professor anymore but would instead become my mistress again. Mistress, the woman who controlled me sexually and whose orders I knew I needed to follow as soon as I stepped into the house. I took a deep breath to steel my nerves and I...

The Perfect Pair Pt. 05

by ChangeYourPassword on Jul 13, 2020
Fetish

The Perfect Pair, Part 5 (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 and...

Chasing Chastity Ch. 02

by Bibliophile on Jul 13, 2020
BDSM

Author Note: The continuing adventures of an orgasm-challenged girl who is having fun, but still seeks more. ==================================== I was in my real chastity belt now...and loving it more than I thought and hating it more than I could imagine. The belt was the same as princess' only in gold tone, not silver stainless -- otherwise EXACTLY the...

Locksmiths Have All the Fun

by JBEdwards on Feb 7, 2018
BDSM

I met Louise in my freshman year of college. She was the prettiest girl I had ever met, but she was special in another way. Unlike some pretty girls, who were stuck up, so to speak, Louise was charming and sweet. We dated for three months, but sexually I never got anywhere with her. We enjoyed some kissing and a little petting, but Louise was not really in...

AliExpress and Sissy Downfall

by His_fag_wife on Oct 15, 2017
Transsexuals & Crossdressers

It all started with a visit to a TV Mistress on a work trip, Charlie had been cross dressing in some way or another since he was a teenager. First just his Mums used panties, then a lodgers underwear and finally he'd started to buy the odd thing himself. As time went on, BDSM was added into the mix, Charlie realising he was submissive and when he found Siss...

Fun with Master

by unfettered on Sep 12, 2017
BDSM

Master sits in his armchair, watching in amusement as I struggle on the carpet before him. He's tied my arms tightly behind my back and bound my breasts so they stand out deliciously. I can't move between my waist and my neck. After he tied me up he put a remote-controlled vibe in my pussy and a plug in my ass, with my chastity belt over both to ensure they...