Keyholder Chastity Stories

6,874 results
Orientation
Length
Source
Infinite Scroll

Mistress Sauda

by justincbenedict on Jul 31, 2019
BDSM

September Hewitt smiled at Sauda and Mason as they sat in the living room. "I've never done this before-hired a dominant couple to live-in." Mason looked bored, but Sauda smiled at Hewitt and ran a manicured hand through her short blonde hair. "What is your experience with the scene now, Hewitt?" "Well, I have a chastity device, and was seeing a keyholder...

Teased by My Neighbor

by randomer555 on Sep 25, 2017
Fetish

I ate Beth to several more orgasms that night before going home at about one in the morning. It had been a long and frustrating night but I was also happy to finally have a keyholder. I managed to get about four hours of sleep that night. The chastity belt and my aroused state made sleeping difficult, to say the least. My alarm clock went off at eight, lik...

LustJail at Fetish&Bondage Expo

by LockUpTheWolf on Jun 9, 2020
BDSM

I was in a pub with a few friends, Molly amongst them. We had a long-lasting friendship, with, sometimes, benefits. Don't get me wrong - we were not in a permanent arrangement of this kind, but we sometimes would booty call each other. It lasted a few years but never when one or both of us were in relationships. We learned what we liked and we experimented t...

Chastity with Ex as Keyholder Ch. 03

by chastity_sissy on Mar 12, 2019
Fetish

Back at my apartment, I wanted nothing more than to just get the chastity device off of me, but I still couldn't help but be aroused at my humiliating situation. Here I was, chastised by my previous girlfriend who now controlled not only my orgasms, but whether I could have sex with another woman. Suddenly, my phone buzzed, notifying me of a new text messa...

Mistress Chronicles Ch. 03

by MistressMtoyou on Sep 25, 2017
Fetish

Title: Decision time Background/update Even if you've been following the last couple of stories about my subject, Muffin, you might want to read this background as there are a few new points of note. Muffin is slightly heavyset, 36 years old, about 5' 7" and 160 pounds. He is quite submissive and seems to be aroused by a number of fetishes, but he professe...

The Next Step

by Robert_Anthony on Sep 25, 2017
BDSM

Matt sat on the edge of the bed looking down at the steel tube which encased his cock. He'd waited so long for this moment, but still he was tremendously nervous. As he looked down he caught sight of his face, reflected in the highly polished surface of the chastity device. Could he really go through with this? He steeled himself and pushed the small padlock...

Not so Sweet Release

by gbex on Jun 4, 2019
BDSM

It had been a long week. Work was a nightmare, and all I could think of was going home. To make matters worse, my wife Ana—oh I'm sorry, I guess I am supposed to refer to her as mistress now—my mistress locked me up. Not in the typical way like a cage, or well a cage, but not a normal one. She didn't lock me up or keep me hidden; I was able to function and d...

Penis Shrinking from Chastity

by tinywhiteboi on Sep 19, 2017
BDSM

After losing my wife to her big dicked black lover I was pretty depressed. I knew that my 4 inch skinny penis was not big enough to satisfy any experienced women. Sure it was fine as a teenager fucking young girls, but in my mid thirties I figured pussy for me was likely to be rare. While reading pornography on the web I discovered stories about small penis...

Willing Submission to a Dickgirl Ch. 01

by ArthurSummer2 on Dec 7, 2017
Fetish

Note to the reader: This story takes place in a futuristic world where body modifications and high technology are common place. Because of this, there are a subset of women who choose to have male genitalia attached to their bodies. These cocks and balls can be, and often are, much larger than natural male genitalia. So if you are not interested in futanari/...

Sun Hee Ch. 05

by metalimbic on Sep 18, 2017
Fetish

NOTE: Expert-level readers should ask themselves whether Sun Hee would want them to cum or whether she would expect them to cum only if and how she allows her chastity boy to cum. ***** After Sun Hee fucked my face that afternoon, she fell exhausted into my arms, and we had a long and very frank talk about everything that had been happening over the last s...