Caught Pegging Stories

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Orientation
Length
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Infinite Scroll

Expanding Horizons

by JacobGoody on Sep 16, 2017
Fetish

Adam was cute from the minute I laid eyes on him at a friends party. Skinny and bearded he was a plaid wearing hipster kid holding his beer and listening to friends tell ridiculous stories about art school. He kept a smile on his face, and whenever there was a pause to drink, his eyes scanned the room, sometimes making contact with mine. Eventually that eve...

His First Anal

by Mistress_Athena on Sep 19, 2017
Anal

He's writhing under me, gasping that he doesn't know what sounds he's making because he's never been this loud before. Incredibly coherent, he asserts that he's not a screamer. Hah. In the push of a button and five short strokes, I have him bothering the neighbors quite effectively. I push the button again, turning off the bullet embedded in the balls of my...

School Drop Off

by daciasdesire on Apr 19, 2018
MILF

Spencer Askren leant down and hugged his daughter Amy goodbye. “Be good in class today sweetie. I know you will crush your physics test,” he told her before giving her a kiss and sending her off. “Thanks Dad,” Amy replied. “Don’t forget I have softball tryouts this afternoon,” she told him as she left the school drop off area and made her way to the entrance...

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New Moves for Hubby

by ndeavour on Jan 15, 2019
Erotic Couplings

It started out pretty simply. Nick and I were in bed, watching some porn together. I don't know whether it was the TV or a computer or what, but he'd found a way to get to some free porn sites and use our bedroom TV to display them. Since we both enjoyed it - no, that's not really correct - we both responded to it. I can't say we sat and watched it as if it...

Goldenrod Prequel Ch. 02

by rlmmike on Sep 14, 2017
Fetish

"Black Silk Entertainment, Roger speaking. How may I help you?" "My name is Jamie, and I'm looking for a male escort." "Alright, Jamie, have you used our service before?" "No." "Fine, let me tell you how this works. Our contractors model clothing and role-play. They do not have sex with clients. Is that clear?" "Yes, but I imagined I'd be the one wearin...

A Shemale Shock: A MILF Falls

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Mom catches her daughter with a teenage shemale and.... Note 1: This is a Nude Day 2017 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, and David for editing this story. I was having a bad day. I'd spilt coffee on myself on the drive to work. I'd gotten a rip in my nylons. And I'd forgotten my notes for tonight's intervi...

FemCon 2048 Ch. 01: The Pegging Seminar

by shankinauthor on Dec 24, 2019
Fetish

Note: All characters featured in this story are over 21 years of age or older. Note 2: Thank you to blackstallion21 for helping me edit. FemCon 2048: The Pegging Seminar ~Background~ Every 3 years in mid fall, a female domination convention is held in a major city in the United States. A few decades back most cities would feature protests against this k...

The Vindictive Stranger Ch. 05

by SEVERUSMAX on Dec 16, 2017
NonHuman

Melanie Hatch was in the middle of another threesome with Janice and her old man, Quinn, with Quinn taking her from below while Janice took her from behind with a strap-on dildo. Yes, his new diet (surprisingly delicious, given how healthy it was), as well as his vitamin and exercise regimen had curtailed his ED issues sufficiently that he could enjoy sex ag...

Put That On!

by johnson69 on Sep 16, 2017
BDSM

It was a confused response when I first told her I was bi. We had only been together for a short while, yet as the affair escalated, I wanted to be certain she knew who I was, what was my past. I had already told her about the large baggage I had to check, so to speak, but this was my carry-on bag, which would certainly be important to know about as intimacy...

My Favorite Stalker

by Samuelx on Aug 18, 2017
Fetish

"Mistress Darkness, I'm going to stalk you until you agree to make me your slave or I die, I simply can't have a supreme Black Goddess like you in the hands of White dudes, Black male submissive types like me need you too," Ralph Bellamy said to me, and I looked at the tall, dark-skinned, nerdy young Black man with the deranged gleam in his eyes and sighed....