Chastity Plug Stories

24,707 results
Orientation
Length
Source
Infinite Scroll

A Woman's Chastity Belt Torment

by achillesthegreat on Sep 25, 2017
BDSM

At last I have you in my arms. We are together and naked. We kiss passionately on the bed, with me on top of you. I can feel the wetness between your legs and you can feel my raging hard-on, as I want you so badly. I turn over with you and you are now on top of me, ready to straddle me and shove my cock up inside of you and give you what you crave. Inste...

Three Tests

by Switch90 on Sep 25, 2017
BDSM

Like all of my stories, this was originally an email to my wife. Hope you enjoy how I get out my sexual frustrations. ***** I'm on my knees, naked accept for my chastity device and a collar around my neck. You're wearing knee high boots, black panties, and a corset. It's Friday night and you told me that if I was good this weekend I'd get a chance to cum....

The Set Up Pt. 02

by undermythumb10 on Sep 15, 2017
Fetish

This is the continued story of my life as a sissy and is a continuation from part 1 The Set Up. ***** As I mentioned I am sat tied to a chair with my stepdaughters panties placed so the crutch is over my nose, it's a long story which started when I met and married my wife now Mistress some six months ago. I am now a total submissive sissy cum slut for my...

One Glass of Wine, Revisited

by sublocked on Sep 14, 2017
BDSM

Note to reader: My last entry, "One Glass of Wine?" was not very good. That was partly because it was hastily prepared in fantasy mode. This version, "One Glass of Wine, Revisited" (without a question mark) is, I think, better and here is why. The first was fiction, with things added that I would like to see done to me. But that is not up to me, so in this s...

Family Chastity Story Ch. 02

by antares34 on Jul 3, 2019
BDSM

This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** Having grown bored with how things were progressing with my sissy son, I have recently ventured into a new and fun project –filming and distribu...

No Limits

by unfettered on Sep 17, 2017
BDSM

My master wakes me with a fist in my hair and drags my mouth to his crotch. It's still dark outside. I know my role here; I pull his soft cock into my mouth and begin to suck. He quickly comes to attention in my mouth and I keep sucking, drawing out master's first load of the day. I swallow, savoring the taste. His cum is like honey on my tongue. It sustains...

Lace and Love Ch. 03

by vaultdweller111 on Sep 19, 2017
Transsexuals & Crossdressers

Jake Orlov grabbed his duffle bag and rifle case out of the cab of his F-250. He had some other gear in the truck, but he decided to get the rest later. He was exhausted from driving back from Kentucky, training the Blackwell county sheriff's department's SWAT team for the past week. Jake was disgusted at how these guys managed to graduate the police academ...

The Price We Pay for Exhibitionism Ch. 06

by B3AUTY_BEAST on Sep 25, 2017
Exhibitionist & Voyeur

This story is a continuation of our exhibitionist adventure set up for us by a beautiful but devious girl named Melissa. It can be read as a stand alone story, but would be better if you started at the beginning. Enjoy! * We pull into the dealership just as you finish spraying your juices all over the interior of Candy's convertible. There are a small gro...

Taken Too Far Pt. 01

by SwitchSissy on Jul 2, 2018
Transsexuals & Crossdressers

I had maybe taken it a little too far. It had started as it always does, a little light crossdressing at home. Then toys as well. Then wearing something a little extra under my boy clothes when I was grocery shopping. Then when I was at work. And that leads me to my current situation. On the outside, jeans, t-shirt – normal enough. Underneath though... It w...

My Sissy Life

by snorn on Nov 26, 2017
Transsexuals & Crossdressers

I love being a sissy. I have been in permanent chastity since 27 Sep 2016, and am loving it. I have sissy training rules that are focused on keeping me doing the household chores and training me to be rented out as a cheap sissy whore/maid, a list of sissy motivational sayings which I listen to on repeat whilst doing nightly chores, and service rules for th...