Pegging Boy Stories

105,661 results
Orientation
Length
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Infinite Scroll

Hairy University Ch. 03

by motleymorgan on Sep 19, 2017
Group Sex

As I slowly regained consciousness, pleasant memories of the wide array of bushy beavers I had recently encountered filled my thoughts. Breathing in through my nose, I thought I detected faint traces of the various pussy perfumes I had sampled. Running my tongue along my teeth, I encountered a stray hair that had become lodged between two of my molars. As I...

Mistaken Identity

by kcwilder69 on Mar 25, 2019
Erotic Couplings

It was my first week at the new job, and I was drained from learning new protocols and procedures. And how would I remember the names of all the people I'd met? I parked the SUV in the driveway, looking forward to a warm dinner and a quiet evening. Approaching the house, I see it's dark. Why isn't Laurie home? She's always home by this time. I open the door...

Discovering Mistress Sarah's World Pt. 04

by oneguy4fun on Sep 12, 2017
Transsexuals & Crossdressers

Special thanks to Mistress Sarah and Miss May and Miss Mill who are my motivation for this story. Thank you for your guidance and wisdom and for the privilege of serving you and writing about you. Chapter 11 Discovering the Girl in Him For the first time since he arrived at Mistress Sarah's house, Josie was left alone in silence. His cock was still thro...

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...

Black On Black Pegging: True Love

by Samuelx on Sep 11, 2017
Fetish

I don't know why he thought I wouldn't be able to handle it. I really hope he'll stop hiding stuff from me after this experience. Female on male strap-on domination, Afro-Caribbean style. Seriously. I honestly wish he told me about this really hot fetish of his sooner. My name is Malinda Lexington and I'm a short-haired, green-eyed and kind of chubby young B...

The Seven Dressing Sins: Vanity

by purekink on Jul 15, 2020
Transgender & Crossdressers

"To recreate this scene, you will need..." John tightened his calf muscles as he watched the young woman on the TV present an untidy scrap of cloth. "One white fishnet dress." He thought he knew her, somehow - something in her voice perhaps. He didn't know anybody with a crimson streak through her long blonde hair. And he certainly didn't know anybody who...

Taming the Dom

by Ben Rosewood on May 31, 2019
BDSM

This story has been created with Game Mode in mind. For the best experience, please turn Game Mode on. Your best friend Eddie had said it was urgent. Upon receiving his text, you head to your normal meeting place, Godzilla's Pizza Dojo. The place is covered in framed monster-movie posters and arcade machines that Eddie has topped the high scoreboards on. You...

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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...

The Captive Prince

by PrinceCai on Apr 3, 2020
Fantasy

Marcus was reading in bed when his kingdom fell. It was over an hour past his bedtime, but the young prince wanted to stay up and finish his book by candelight. It was way too exciting a story to put down, all about a brave and noble lady knight who saved a peasant boy from the clutches of an evil sorceress. He had his heart in his mouth at the thrilling act...

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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...