Lost Bet Pegging Stories

182,901 results
Orientation
Length
Source
Infinite Scroll

That's My Cue

by YoungSub13 on Dec 3, 2019
BDSM

To stop using bad puns in my stories. Get it? Ok enough crap, onto the story. I've made a lot of bad internet based decisions and this was no different. The ad was posted by a "woman." Well it was in the W4M section but that means nothing today. So it was posted by a woman and it was an actual woman believe it or not. She was looking for a guy to play her in...

New Moves for Hubby

by ndeavour on Jan 15, 2019
Erotic Couplings

It started out pretty simply. Nick and I were in bed, watching some porn together. I don't know whether it was the TV or a computer or what, but he'd found a way to get to some free porn sites and use our bedroom TV to display them. Since we both enjoyed it - no, that's not really correct - we both responded to it. I can't say we sat and watched it as if it...

An Anal Beginning Ch. 01

by caffinated on Sep 16, 2017
Anal

This is the beginning of a longer story. It is the first piece I am publishing in this format. Your feedback is welcome. John's deepest desires left him lost. He longed for something that went against every fiber of his being. John's girlfriend Heather had opened a door to his sexual exploration, and now John longed for more. His deepest desire was hard en...

Grace Under Fire Star Does Blacks

by Samuelx on Sep 17, 2017
Celebrities & Fan Fiction

Brett Butler looked at herself in the mirror. At the age of fifty three, she still looked good. Blonde-haired, blue-eyed and curvy. Blessed with Irish good looks that simply refused to fade. Unlike her star in the upside down world of Hollywood. That one faded so damn fast she went from being a household name to a nobody in no time. It had been so long since...

Cissy's Pegging Parlour

by Pinkmanties on Mar 18, 2020
Fetish

Fella's are you looking for a little backdoor action? Maybe you want those cheeks to feel the sting of a riding crop, or you want your boipussy filled with a firm supple dildo, or maybe you're just looking for a girl who will put your manclitty in a cage and tell you what a bad boy you've been! Come on down to Cissy's Pegging Parlour where your dreams become...

Kylie Minogue - Equilibrium Ch. 02

by Noj on May 4, 2020
Celebrities & Fan Fiction

This story is entirely fictional and is in no way connected with the subject. This story contains adult material and is only suitable for people over the age of 18. If you are under 18 please stop reading now. All characters appearing in this work are fictitious. Any resemblance to real persons, living, dead, or undead, is purely coincidental. All characters...

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...

Daphne & Carl at the Juniper Inn Ch. 03

by CaspianTern on Sep 14, 2017
BDSM

Daphne had decided to give Carl a bath. He lay in the large, luxurious tub illuminated by scented candles that his wife had prepared earlier. Daphne sat in a chair next to the tub beside her husband. She had on her platform, high heeled, chrome buckled mistress boots. She had taken off her corset and replaced it with a transparent black bra. Her nipples stoo...

Jason's Secrets Exposed Ch. 03

by jlenil on Sep 14, 2017
BDSM

Well, I must say, I have really come to enjoy my new relationship with Jason. I now realize that every woman can have power over her man--she just has to have the confidence to seize it. I now understand that you can get them to do anything you want if you control their dick-for-brains. I have also come to really enjoy our pegging sessions. The psychologica...

Kinky Awakening Ch. 01

by rj1774 on Oct 13, 2017
Fetish

FYI, this story features CEI and pegging if you are uncomfortable with that click to next story. ***** My husband is a high powered attorney which allows me the luxury to stay home, volunteer, and keep up my hobbies. This made what I found even more concerning at first. He left in a hurry one morning and forgot to shut down his laptop. Not thinking anythin...