Pegging Game Stories

83,813 results
Orientation
Length
Source
Infinite Scroll

He is Your Master Now Pt. 06

by DomAlphamann on Oct 19, 2020
Transgender & Crossdressers

At the start of his first full day at the mansion, Ambrose decides to submit himself to whatever fate Cassilda ultimately plans for him, even though he is still daunted by whatever that fate might be. As a result, his stress is greatly reduced. Then, a new, unforeseen player arrives and contributes to his newfound mental well-being, even as she works to faci...

Busting at Work, Induction

by JJA122 on Sep 21, 2020
BDSM

Notice: Readers and characters are 18+ This is fiction. And a BDSM story, Emphasis on the S. It includes fetishes such as Femdom, CBT, CFNM, humiliation, chastity, pegging. It is a ballbusting story foremost, where our guy gets hit in the testicles. If that doesn't sound like your thing, you WILL NOT READ OF IT. This story continues and concludes events fro...

Charles & Midori Pt. 02

by KingofFrogIsland on Sep 16, 2017
Interracial Love

Midori woke up the next morning. Her head was pounding a little, but she had experienced much worse hangovers back in college. This was nothing a glass of water wouldn't fix. As she got up, she was almost confused, but then remembered Molly and Alyssa leaving her with Charles the previous night. As Midori poured her water, she remembered pissing in the stair...

Kinky Tales: I Pegged my Husband

by silkstockingslover on Sep 16, 2017
Anal

Summary: Wife's discovery of husband's anal toys changes everything. Note 1: This is a Halloween 2015 Contest Story. Note 2: This is one of two different versions of this story; you can read the husband's much shorter version called Kinky Tales: I'm Pegged By My Wife. Note 3: This is dedicated to: The real Chris and Dani who this fantasy is written abo...

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...

Anna and Me

by SexyDaemon on Sep 25, 2017
BDSM

Disclaimer: For all intent and purposes, this disclaimer is here to note that these are real stories and events. The experiences are being recalled to the best of my knowledge of what actually happened. ***** I met this Hispanic girl through a dating site. She approached me actually, and I thought for once I could get lucky. She was very forward, and invi...

Stranger Fuck

by hfernandez1983 on Sep 13, 2017
Transsexuals & Crossdressers

It's been a while since I have written something. It's mostly because I have felt so uninspired and didn't know what to write. My main fantasies these days revolve around a man crossdressed while he is pegged by a woman who likes to dress as a man. My last story series Jenny & Mike got a decent reception and I wanted to write more. But like I said, I've...

My Journey Ch. 01

by npanxx on Sep 19, 2017
Transsexuals & Crossdressers

I found myself in a midsized college town working on a problem that didn't want to be resolved. With assistance from my co-workers two and a half hours away I was finally able to correct the issue, and system operation was restored. It was late, I was more than three hours from home, and decided I did not want to make the drive. Instead I chose to spend the...

A Wedding Night Pegging

by pwlrstr on Sep 12, 2017
Fetish

"It would be more of a big deal if it was the first time," Jon had said, instantly regretting that it sounded a bit negative, when his fiancée Naomi had asked if he was looking forward to their wedding night. "I mean, I don't really believe in saving yourself for marriage or any of that crap. I think it's definitely been a good idea to have lots of sex first...