Butt Plug Chastity Stories

100,740 results
Orientation
Length
Source
Infinite Scroll

Caged for Freedom Ch. 02

by Spreadeagle56 on Sep 16, 2017
BDSM

I awoke from a deep sleep. One that could only come from a very relaxed and satisfied place. Lying in bed, I reflected on what had happened to me over the last 24 hours and thought about the dull ache that still emanated from my arse. But more importantly, I wondered about what was to come! Less than 12 hours ago, I had been an anal virgin and had been sca...

Mom's Big Black Hobby Ch. 07

by MiddleKoala on Jul 13, 2020
Transgender & Crossdressers

This story has with homoerotic themes. If you are offended by such, do not read. This level of depravity is not to be taken lightly and the deeper down the rabbit hole you go the more you will find that may offend you. You have been warned! All characters in this story are over the age of 18. The entire story is fiction as are all characters. Any likeness a...

Serving Her by Servicing Him

by grizzley123 on Sep 17, 2017
BDSM

Let's begin with the idea that I am very submissive in nature, but my job (college professor) often calls for a façade of dominance. I found over the years that most people never pick up on the real me even though I often behave in an accommodating and submissive way. Over the years, I have had a few highly submissive interactions with people. Some of these...

Prone

by hobbleddream on Jul 4, 2018
BDSM

We had been playing "text sex" all day while Id been out shopping and about an hour had gone by since the last message: "when you come in you will go upstairs, get naked, put the red leather cuffs on both wrists and both ankles, put in some ear plugs and put on the leather hood" I was almost running home at this, but still had to go and finish some shoppin...

New America the Sufferage of Men 07

by trapezoid1976 on Sep 25, 2018
BDSM

NOTES ALL CHARACTERS ARE AGE 18 AND OVER. This story is about the intersecting lives of six men living in the female-led New America government. It is primarily a CFNM story. Each new chapter deals with another of the seven men, each living in a different male Classification or cast. Eventually the seven men meet up and become a force for change. I recom...

Playing Pregnant

by theonewhowas on Sep 16, 2017
Transsexuals & Crossdressers

I'm a sissy. I used to be a femboi, then I was a crossdresser, and now I'm a sissy. The main difference between the crossdresser and sissy phases was the attitude; before I was a guy doing this for fun and to be admired, sexually – to confuse straight and gay boys alike. But now, as a sissy, I was devoted firstly to my master and love, Noah, and secondly to...

Not So Fast!

by kinky_switch99 on Nov 26, 2017
BDSM

This story is fictitious and all characters are above 18 years of age. Any resemblance to a person, living or dead is purely coincidental. ***** I pulled against my binds just to see if there was anything I could do about my predicament. I was kneeling at the edge of the bed, naked. My wrists were tied together in front of me the rope went over the bed to...

Summer in Chastity

by denny_micum on Aug 26, 2019
BDSM

Summer laid on her bed. She was only three days past her high school graduation but already feeling the boredom from summer creep in. It was a rainy day, and none of her friends were around to hang out. Her parents were gone, and no one else was in the house. As she laid in bed, her skirt gently slid down her legs. Suddenly the mood struck her. As one hand...

The New Neighbour Pt. 11

by FFPeter on Mar 2, 2020
Fetish

At home, the Queening stool now became a regular fixture in our evening schedule. Once Caroline settled on my face for the evening, she would happily spend two or three hours, watching TV while I gently worshipped her nether regions. I was occasionally allowed to masturbate myself, under my apron, but was rarely now asked to tongue her pussy. Instead, she ha...

From "Good Girl" to Hotwife

by justjim69 on Jul 30, 2019
Loving Wives

This is my first submission. It's part fantasy, part reality. My wife and I have been married for a little over 10 years. While things have been great overall, in the bedroom things have cooled off. I have a much more wild and adventurous side than her. To be blunt, she's a good but somewhat naïve girl and I was the first person she ever had sex with. She d...