Pegging Cuckold Stories

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Orientation
Length
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Infinite Scroll

Pegged for Love

by silkstockingslover on Jan 31, 2018
Fetish

Summary: Straight guy is pegged by the girl of his dreams. This is a 2018 Valentine's Day story so please vote. Thanks to Tex Beethoven, thor_ph, Robert, and Wayne for editing. Pegged for Love It is probably the truest saying in the world: you can't just be friends with a girl of the opposite sex. I mean it may be possible when you're an adult or marri...

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...

A Pound of Flesh Ch. 05-06

by SEVERUSMAX on Sep 14, 2017
Group Sex

Chapter 5 When I awoke the next morning, it was to the sound of rather wild, raunchy sex, of course, but it wasn't what I thought. Nicky and Chelsea were getting it on, but she was hitting him from behind with a strap-on dildo. My fiancee was pegging my boyfriend, while his fiancee watched and pleasured herself in response. He didn't seem to mind it, either...

Alice and the Looking Glass Ch. 18

by LeopoldNicholas on Sep 14, 2017
Erotic Couplings

Willow tightened the straps holding Jack of Hearts wrists to the pegging horse till the flesh turned first bright crimson then the palest shade of blue. Normally the recipient would be expected to react vocally in some way but the insertion of a pair of her freshly soiled panties before the usual ball gag completely silenced any lamentations from being more...

Pequeñas y Humillantes Historias

by 57 on Jun 7, 2020
Miscellaneous

Primero que nada me presento. Soy Guillermo, y tengo 25 años de edad. Además, como descubrirán en las historias que les voy a contar a continuación, tengo el pene pequeño. 10 cm flácido, 12 cm erecto. Es así. Ya lo acepté. Que lo haya aceptado, no quiere decir que no me avergüenza el hecho de ser objeto de burlas por parte de otras personas. Pero creo que ha...

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Your Adventures in Mixed Wrestling

by EugPad21 on Nov 20, 2020
Fetish

You walk through the doors. Excited to begin your first day as part of the Mixed Wrestling Federation. You walk up to the desk where a receptionist is waiting for you. "Hello, How can I help?" She asks "Hi my name is (Insert your name). I'm here for to sign up for the Mixed Wrestling Federation" "Ahhh yes" she said, "We got...

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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...

Stephanie McMahon The Boss Bitch

by DickThePimp on Aug 21, 2018
Celebrities & Fan Fiction

This is a parody... It is not real "Yes babe, I know it's important. I have it under control, don't worry. I will handle it. Don't worry, just enjoy England. I will handle this, I promise. I was just taking a shower. I've been so busy, I didn't have time to go home. The shower was messed up in the weight room. I got my workout in, but had to shower in my of...

The Journalists

by Wifetheif on Sep 13, 2017
BDSM

I started in the participation journalism business because of my wife. Of course we started back before we were married. We met in college and quickly realized that we were soul mates. The fact that she was so easy on the eye certainly helped My wife is beautiful, long auburn hair, porcelain complexion. Fabulous legs and great tits. I won't lie, her looks op...

Somali Queen In Ottawa Ch. 05

by Samuelx on Sep 12, 2017
Fetish

The things I do for love never cease to amaze me, ladies and gentlemen. The other day, after a night of passion, I tossed my girlfriend Yasmin Hussein my house keys, mainly because I wanted more access to her pussy, and the sexy Somali chick got it into her Hijab-wrapped head that I wanted her to move in with me. I was terrified of Yasmin moving in with me b...