Anal Plug Punishment Stories

80,193 results
Orientation
Length
Source
Infinite Scroll

Webslut Madison Ch. 11

by Rockwellray0 on Mar 25, 2019
Exhibitionist & Voyeur

"Very good, slut," read the first line of the message on Madison's computer. "You really enjoyed humiliating yourself in class like that, didn't you?" Madison really had enjoyed it - all of it. She enjoyed showing off her body, she enjoyed revealing herself to Dan, and she enjoyed letting him fuck her brains out in the most degrading of ways. She also enjoy...

Bliss Ch. 06

by wanderingmindgames on Sep 26, 2017
BDSM

"Do you know what this is?" Malcolm asked, interrupting me. It was a Friday morning in late July, and I was sitting in a chair in front of his desk, going over the lost ad contracts for the last quarter. I had come in to invite him to dinner with my family – my brother and his family were going to be visiting from Portland – but got a bit sidetracked. (Ok, I...

Daddy's Brat Pt. 01

by CarrottCakee on Jul 2, 2019
BDSM

It was a rainy day and Daddy invited me over so we can watch a movie together. When he invited me over, I prepared the best way I know how for him. I spent awhile in the shower making sure everything was in tip top shape and that I smelled (and tasted) yummy for him. While in the shower, I knew I had to get myself ready for him in other ways, so I leaned up...

A Girl Meets Her Master

by miara on Sep 17, 2017
BDSM

The day had finally arrived. She sat, in her car, outside her Master's house, wondering if she could go through with it. She was so scared that she wouldn’t be able to please Him, that she’d disappoint Him. She took a few calming breaths and thought back over all of the emails, conversations and phone calls. Through all of them, He'd pushed her, made her mor...

I Used My Work Belt

by Drake79 on Sep 13, 2017
BDSM

It has been a long day and you are taking a nap in bed. The sun is setting as I get home. The house is dark as I enter and I make my way to the bedroom. I take off my boots so that I do not make too much noise as I approach the bed as I see you laying there, so peaceful. I am about to disturb that peace. I am about to make you my slave. I take off my shirt r...

Merry Christmas, Toy

by butterflibaby on Sep 17, 2017
BDSM

****My Master wrote this for me and our third and he is letting me share**** * For Christmas, I'll start by blindfolding you. Then, I'll slowly undress you, teasing, biting, and sucking as I go. Next, I wrap a ribbon around your throat, a makeshift choker and collar. I then lay you down on the bed, arranging your hair so it is still accessible. I tie you u...

I Come Home Late

by n2anal78 on Sep 14, 2017
Loving Wives

I come home from work, I look over at the couch expecting to see her there but she is not. I step up into the living room and glance up the stairs and call for her. "Jennie?" "Up here." I hear from up the stairs I go upstairs and I turn into our bedroom. There she stands with her hands on her hips tapping her foot impatiently. She is wearing her tall leat...

The Box 03

by GeneralHeartBouqetx on Nov 4, 2019
Celebrities & Fan Fiction

Who knew? Who knew how much a person could grow over the course of ten years? How much change could occur and evolution take place. "You can't stop the river as it rushes to the sea..." That was a lyric to a song, right? Fuck. Fact of the matter is, Miley had changed and moved forward. There was no stopping it and no way she would be able to stay in a marria...

Code Name Tequila Ch. 13

by Travel_by_day on Sep 15, 2017
Transsexuals & Crossdressers

"Right here, right now... Right here, right now..." The music boomed out of the Bang and Olufsen stereo system as Carlos followed the Hyundai driven by Fernandez into the outskirts of Colon. Carlos turned the music up. The drive, though scenic, had been boring, and the music made the time pass. Carlos could feel the power of the Audi R8 through the wheel an...

Will You Catch Me If I Fall?

by twistingwhispers on Sep 18, 2017
BDSM

I feel ridiculous; underdressed and overly aware of how much glitter is on my face. "Come out," Maddy had said. "It'll be fun," Tiff had said. "It'll be good for you," Amber had added. "You have to get out of that dark dungeon of despair you've condemned yourself too," I had said to myself. So here I am. Awesome. Catching a passing reflection of myself...