Caught Pegging Stories

164,162 results
Orientation
Length
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Infinite Scroll

My Shy Neighbour

by Ozgal on Sep 14, 2017
BDSM

Marty was such a sweet guy, but so painfully shy. He’d moved in next-door 3 months ago and in all that time had uttered no more than a couple of words and only when I spoke to him first. He had this cute little way of dipping his head into his shoulder and never making eye contact. Marty was quite a handsome man. He was about 6’ tall, with dark blonde hair...

My First Pegging Experience

by doncamillo on Nov 19, 2018
Fetish

When I mentioned my interest in pegging to my professional dom friend her eyes sparkled. We were out drinking and have had quite a lot of drinks already. So it wasn't surprising that we ended up in her studio to satisfy my curiosity. After we got in she put her bag to the side, took off her jacket, helped me take mine off and stood in front of me. Looked u...

A late night at the office

by morpheus_arms on Aug 30, 2019
Miscellaneous

This is a Hub Page to make it easier to select a path the reader would enjoy most right from the start and as such very much a WIP. {Morpheus here: This story is what Germans call a "Fingerübung", a finger excercise to test out how to structure and maintain a first complex story all of my own. As such, expect some newbie mistakes and such, even tho...

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The Third Clearwater

by Damos on Jan 5, 2019
Fantasy

The Arrival It was a rainy day in Forks and looking out the window was met by Sue, my Aunt staring at me through her mirror at me, "It's Okay Damian, Charlie will take care of it all!" "I just can't believe she is gone! it was only yesterday when I was sat there watching the game with her and now she is gone!" she nodded before smiling sp...

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Stress Relief

by majicman21 on May 2, 2018
Anal

The clock hit 5 pm, and Kevin sighed triumphantly. His second week here had been especially busy, with the entire office stressed due to a series of projects commissioned by the upper echelons of management. The boss, Eric, usually a calm and relaxed type, was perhaps the most stressed of them all. All those projects had been completed, and now it seemed t...

Glory Hole Confession

by twistedthoughts19782 on Aug 18, 2017
Fetish

It all started about three years ago. I have a good marriage, and my wife is a sweet woman but is a little selfish in the sex department. When we would have sex I would start by kissing and licking her up and down then give her multiple orgasms where by she would usually squirt. I would use my mouth and hands as well as toys. She would be so hot all she want...

I Put on A Cock

by ndeavour on Jan 6, 2020
Erotic Couplings

Hi, my name's Liz. I'm not about to tell you how old I am -- but I have a 25 year old son, so that should give you a sense. I've only just stopped coloring my hair and begun letting a whole lot of silver to emerge. I no longer have the slim figure I did before having my son; I gained nicely in the boob department, but picked up some extra padding all over. I...

Cul-De-Sac: A Story in Around Ch. 03

by ZotDragon on Sep 13, 2017
Novels and Novellas

"Put down those damn binoculars!" Gina raged at Roger. He had been at the tinted window for most of the evening. "He had two women over tonight, the new girlfriend and the regular slampiece," Roger reported eagerly while reluctantly putting the high-powered binoculars onto the shelf next to the window where he did his regular viewing. "You're going to get...

Sissified by My Sister

by GreenGale on Sep 11, 2017
Transsexuals & Crossdressers

I will never forget that night. The night I discovered how I truly am. My true self. Its an unforgivable night. And I never thought my little sister would be the one to help uncover this part of me. I was a young, average 19 year old, my sister and I were home from college for winter break. I had short, blond hair and my sister had brown hair cut about at h...

Pegged by My Wife

by Celticredneck on Apr 3, 2019
Anal

I don't know when I first got interested in pegging specifically but I've enjoyed various toys in my ass for as long as I've been sexually active. The first time I tried a toy in my ass while I was jerking off I was maybe 21. I came so hard I couldn't believe it and from that moment on I was hooked. When my wife and I first started dating I kept quiet about...