Keyholder Stories

128 results
Orientation
Length
Source
Infinite Scroll

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...

Miss Clemar's Dilemma Ch. 01

by thewilds on Nov 25, 2017
Loving Wives

It wasn't really her fault. If you were to ask most people and tell them the details of what happened, they would likely agree and say it wasn't her fault either. She was old enough and smart enough to have known better, and at the least, she should have known to have been more cautious. She was a mother of three grown daughters. She was a professional. An...

Grif's First Ruin

by jayalec98 on Dec 24, 2019
Loving Wives

Griffin stood in his shower washing his sexy wife's hair. His erection was nestled in between her round butt cheeks and was throbbing like crazy. Not that he would get any release, because his wife Kat loved to keep him horny and frustrated. She decided when and how Griffin came. Usually he would be locked in his chastity cage but Kat had taken it off so h...

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...

Against Company Policy

by Lecajun412 on Mar 16, 2020
Romance

As Sean pulled into the parking lot, he sighed deeply. "This is going to be a long night," he thought. Saturday nights usually were when he had to word the late shift at the store. Being promoted to keyholder was supposed mean more money and more time to go out. Instead, it seemed to mean longer hours and more responsibilities, with a few more dollars an h...

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/...

Letter From Palo Alto

by justincbenedict on Sep 17, 2017
BDSM

LETTER FROM PALO ALTO Dear Shoeblossom, My wife Lillian is also the keyholder to my Prince Albert piercing. Much of our time together my cock is struggling to erect against the cruel way it is locked in a bow shape against the piercing in my testicles... Lillian teases me a lot, and spends hours walking around in front of me wearing very little...demibras...

An Open Letter to My Goddess

by minicockboy on Sep 16, 2017
Letters & Transcripts

This is an open letter containing what I really want to say to my girlfriend, but can never quite find the courage to do so. Here though, I imagine what I might say if I were to send such a letter, and will follow this with what might happen as a result of the letter, in future chapters. ---- To my beautiful girlfriend, You are the most beautiful, gorgeou...

Successful Businesswoman

by mattpantyhose on Apr 17, 2018
Group Sex

"It's a man's world and it's tough to be an independent woman" some say, but I tend to disagree. My name is Samantha, before I prove my point, let me tell you few words about myself. I am thirty seven years old, but remain in a perfect shape; I eat well, exercise regularly and use all the latest cosmetics that supposedly stop the process of aging. All these...

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...