Pegging Stories

1,124 results
Orientation
Length
Source
Infinite Scroll

Stranded Myself in Self Bondage

by thinkpub on Sep 18, 2017
BDSM

It was Saturday and I had no plans this weekend. Well, I had plans but none that meant I was leaving my apartment for the day. I had all my supplies set up in the bedroom and was just about ready for my experiment. Today, I was going to perform self-bondage and utilize some toys for a play session of tease and torment. I had already showered, performed a th...

I Volunteered for This

by tdallyn on Sep 15, 2017
Sci-Fi & Fantasy

My wife Sharon died doing what she loved. It was a freak accident, nobody's fault, nobody to blame or be angry at. We had been deployed together on a disaster medical assistance mission to a far off community devastated by a hurricane. We were there to pick up and fly to safety a national guardsman who had been critically injured helping the victims of that...

Sofi, Bottom Boi Ch. 01

by DoxyTrainer on Jul 31, 2018
Transsexuals & Crossdressers

For the most part, I just try to mind my own business and stay in my own lane. I wasn't looking for a hookup, and had absolutely no idea who she was when I noticed her for the first time. That's not to say, that it was the first time I'd seen her. She was in and out, around the buildings during my work day. I figured her for one of the many college kids rese...

And When I Return Ch. 06

by sublocked on Sep 25, 2017
Transsexuals & Crossdressers

Mayhem enveloped him. There was an alarm of some sort and he sat up in the strange bed. Light came through his curtains in a sharp horizontal slice toward his head and eyes. He isolated the source of the alarm at his bedside table and turned it off. It was 0600. Where was he? He went to scratch his face and almost poked his eye out with his long nails. Then...

Slut for All Pt. 05

by Knightofround on Sep 26, 2017
BDSM

It's now been about 3 months since Vikki first sat on my face and had me eat Anthony's cum from her pussy. We have been having amazing sex almost every day since then. She learned about my friends Greg and Maggie's extremely open sex life that is full of threesomes, bisexual encounters and cum covered bondage orgies. Last week Vikki caught me jerking off whi...

Helping Jess Pt. 04

by mski on Sep 25, 2017
BDSM

I got into the house. Jess looked into my eyes and saw I was out of it. "I guess that was quite hard for you John, maybe too much too quickly." I nodded. My head was screwed, I didn't really know where I was. She gave me a kiss on the lips. "OK sleepy head. Let's get to bed. Up the stairs with you, and brush your teeth!" She watched me walk up, then cat-...

Serving in the VSO

by Wifetheif on Sep 16, 2017
Sci-Fi & Fantasy

I'm the sort of person the Voluntary Servitude Act of 2154 was designed to help. I built up an insurmountable debt with college loans and some bad investments. The financial panic of two years ago meant that those who were holding my debt called in my loans. I was gainfully employed but at nowhere near the level I needed to be. Before long my wages were bein...

Hair of the Dog

by SEVERUSMAX on Sep 1, 2017
Group Sex

I didn't have long to wait for the coffee, either, as a very soft hand tapped my bare left should, and I turned to see a gorgeous, but familiar woman holding a tray with some coffee, aspirin, and French toast with plenty of butter and some figs on the side. I had to admit that I'd never eaten figs by themselves, but they were as delicious as the French toast...

Ringer

by AngelCherysse on Sep 16, 2017
Transsexuals & Crossdressers

As always, the characters, places and events depicted in this story are fictional. Any resemblance to persons living or dead is purely the product of your overactive imagination. I ain't takin' the rap for it, Bud! ***** "Nicole Norman, you have to be out of your mind," I murmured to myself disbelievingly, as I gazed at my reflection in the mirror. I was i...

Matt's Story Ch. 01

by bleepblorper on Sep 24, 2019
Group Sex

Note: This is the first in a short series (hopefully) that follows some of the minor characters from my other series on their side adventures. Hopefully it will be accessible to anyone, but it would probably be helpful to read my other series, The Girl for Me and Family Friendly, first. ***** "Yes, yes, there..." she had apparently found the spot without m...