Pegging Stories

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Pegging Fantasies

by the_shires on Sep 25, 2017
Fetish

Alan looked over at Jill. As usual her face was buried deep in a stack of books. Not one book, or even two. At least four. She was studying for her exams, and her face showed intense concentration. He sighed. They had a matter of weeks left before they were out of college and working full-time jobs. There was a lot of anxiety written around them and he knew...

Pegging Surprise

by jane1179 on Sep 19, 2017
Fetish

Surprise pegging for my wonderful husband My hubby and I have been married for almost 5 years, No children yet, and we are both approaching 30 years old. We have been playing around with anal toys and a strap on for a little over a year now. I have a very rough and tough masculine husband, and never consider him a sissy in any way. Our pegging fun is stric...

Pegging With Lisa

by slutfreya on Sep 25, 2017
BDSM

Lisa and I have been swinging for a number of years and have always been pretty open with each other sexually. She is a beautiful, 42 year old bi, blonde standing 5'7" and a trim but shapely 135lbs. Her shaven pussy is absolutely sweet and she will squirt, usually when with other women or new male lovers. I'm Al, your average guy, 48, 6', 235lbs (working on...

Pegging Party

by rckplsky on Sep 16, 2017
Anal

Once again I would like to thank luvagoodpegging! This story combines his main characters with mine. Amy & Ben meet Tyler & Crystal! I believe this is the right direction to take my characters in and this will allow for great new possibilities for both couples! If you want a dildo show don't hesitate to hit me up on yahoo messenger my screen name is ordnance...

Pegging for Promotions

by TheDougler80 on Sep 18, 2017
Fetish

Doug was less than five years out of college, only in his late twenties and had already started one of the most successful businesses in his city. It seemed as though he had made every right decision since leaving school. That is, until he decided to hire a personal assistant. There were a number of qualified candidates, but when Melissa walked into his off...

Pegging Tales: Justin's First Time

by hfernandez1983 on Sep 13, 2017
Illustrated

*-*-* Pegging has been a topic that I have wanted to write about for a very long time. In my personal life, I have yet to do it. It has long been a fantasy that I felt has been left unfulfilled for a while. I have read a lot of stories on the topic and have loved most of what has been published on Literotica. So I thought it was time maybe I write a story o...

Pegging Parker

by Purple_Parli on Sep 12, 2017
Transsexuals & Crossdressers

Parker answered his phone with his usual, "Yo." "Do you even look to see who's calling when you answer?" Jamie's voice said. "Not usually." Parker admitted. "Why?" "I'd think that when I called, at least, I'd get something a little more romantic than, 'Yo'." He could tell she was just fucking with him, trying to poke him a little to see if he'd respond,...

Pegging First Timer

by theshyguy1234 on Sep 12, 2017
Fetish

She grabbed me by the ear and directed me to the bed. She has done this many a time before, however, she has been quite tired lately so I figured it would be some heavy petting the just a quickie before sleep. Oh how I was wrong. I was not ready for what happened next. On our way to the bed she took my shirt off, NO, she ripped my shirt off. Lay me on my...

Pegging Fantasy Weekend Pt. 01

by Findingnewexperience on Sep 12, 2017
Fetish

It started as a fantasy, one I would have never imagined I would enjoy, but has been a curiosity for some time. It began with pictures, then research, then videos. Now, it had happened, and I would never be satisfied without it. As I was driving home from the airport, shifting in my seat, I smiled as I thought back on how this unforgettable weekend all start...

Pegging Suite

by rckplsky on Sep 13, 2017
Anal

They arrived in the order I told them to. Holly first. Zoey second. Riley third. We met in the bar/restaurant of the Hyatt. I had all ready set up the room earlier around check in time. That was at two it was now nearly eleven. I ensured all the amenities were there and that I closed the blinds. The room had a balcony, but I don't think we'd need it. Bu...