Pegging Boy Stories

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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...

Jason's Secrets Exposed Ch. 09

by jlenil on Sep 14, 2017
BDSM

I suggest that the reader check out the first parts of this story before reading. Comments are appreciated. ***** The following morning, I awoke at 6 AM with a raging clitoral erection, having been dreaming about pegging Jason with other people watching. I summoned Jason from his spot at the bedside and told him to lick me. He did so, much to my satisfacti...

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...

Interracial Pegging Chronicles

by Samuelx on Mar 6, 2018
Interracial Love

Donna Baker, better known by her porn moniker Silver Thorne, carefully looked at the young African American man who sat less than a meter from her. Conducting interviews with new talent in her small, Spartan office was one of Donna Baker's many duties as the CEO of a major adult film company. Sure, the human resources department could have taken care of that...

The Best Present: Pegging my Man

by silkstockingslover on Sep 25, 2017
Fetish

Summary: A wife discovers her husband is curious about pegging and.... Note 1: This is a Holiday 2016 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, Dave and goamz86 for editing this story. The Best Present Ever: Pegging my Man I was working from home, stuck with a sick child, when my whole world changed. My work laptop died and...

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...

Women Enjoying Naked Men Ch. 03

by escriterra on Sep 13, 2017
Fetish

The muscles in her hips she had pressed into use as she fucked fantasy-Darrian the night before were actually sore the next morning as Taryn went through her gym routine. It was a delicious soreness. She looked forward to exercising those muscles so they wouldn't be sore. Taryn was ready. She just couldn't find a guy to peg. So it was good ol' dependab...

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...

Sensitivity Training Can Mean a Lot Ch. 04

by JimAner on Sep 13, 2017
Fetish

Part IV -- The Pegging Party Ms. White woke him some time early in the afternoon. She said as she shook, him, "I wish we could keep you here. Look you have another bone. Amazing." Beercan said, "Its just a piss hardon. Can I go to the cube? Ms. White replied, "Dear, you can piss on yourself, if you choose. Lots of our clients would have no trouble watchin...

Pegging Peter Ch. 08

by KenJames on Nov 5, 2018
First Time

* * * * * * * * * * Author's notes: "Pegging Peter" is a BISEXUAL series. It has male-female sex, as well as male-male sex. This chapter is largely male-female. "Pegging Peter's Women" is a companion series to "Pegging Peter" and takes place on the same weekend as "Pegging Peter" Chapters 6 and 7. In response to the (quite justified) complaints about th...