Unaware Keyholder Stories

18,187 results
Orientation
Length
Source
Infinite Scroll

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...

Katie Reviews "The Connector"

by AndreaJordan on Sep 17, 2017
BDSM

Please note that this is a fictional review about a fictional product. ***** Hello all! I'm going to tell you about 'The Connector', a lovely little bondage toy that I've been testing. If you like the idea of guaranteed oral sex, day and night, then maybe this will be one for you. Let me try and describe it. It's a very simple device really. It has two st...

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...

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...

His Apartment - a Cuckold Story

by Cuck2Use on Oct 19, 2020
Erotic Couplings

He hears a "ping" from his phone and looks down to see the text from his girlfriend, "Did you change the sheets as I asked?" His only response, "Yes, Ma'am." "Good. We should be done by 4:30, but wait for my text." "Yes, Ma'am." He loses focus on everything except for her and her lover. He feels his cage tighten as his cock tries to grow. This is a n...

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...

Who Wanna Be a Bimbo? Ch. 06

by mattpantyhose on Jun 8, 2020
Celebrities & Fan Fiction

Joe Avarege was not the most handsome of men, he was rather... average. At 181 centimetres he was moderately tall, his face was relatively plain, but he kept it clean shaven and overall well groomed to be attractive to women. Joe was of average built and relatively slim, but had a little belly which are so common among modern men. His head was bald but decen...