Gay Lost Bet Pegging Stories

11,553 results
Orientation
Length
Source
Infinite Scroll

Weekend Results in a Threesome

by walterio on Sep 16, 2017
Gay Male

PRELUDE Eric stood in the kitchen and watched as Jerry moved around the counter making coffee and preparing breakfast items. Eric's eyes were fixated on Jerry's sweet round ass encased in his tight sleep shorts. He still couldn't believe that he had actually fucked that sweet ass the night before. Now he stared at it as it undulated under the snug fabric, h...

Myth of Masculinity

by JacobGoody on Aug 18, 2017
Gay Male

The first time I had seen Ted was at the local YMCA. Renovations had forced the general membership crowd into the confines of the newly refurbished membership plus, where the locker rooms were carpeted, and a sizable steam room and hot tub took up residence near the showers. I had just finished my work out, and was headed back to my locker when I noticed him...

WaterSports Threesome

by ASIANDREAM on Sep 15, 2017
Gay Male

Most weekends I go down to Hong Kong – I've got a "Fuck Buddy" there who's also into piss play. He's a very hot flight attendant and Asian like me. We're not exclusive – both of us play with others and I'm also in a long term relationship back home (Australia). My buddy is new to Watersports – I'm the only person he's done this with. He's told me that he's...

White Stripes

by sr71plt on Aug 18, 2017
Gay Male

Chad saw the big, fancy sedan, a BMW 700 series, sitting all by itself back in a darkened corner of the parking garage as the bus drove around and around, spiraling up to the top, open deck, where it came to a stop. That had been the only car he'd seen in the garage. It was a Sunday, and this was a city workers' garage. "Strange. No one in the ticket booth,...

TR Trade

by sr71plt on Aug 18, 2017
Gay Male

We were in the study of Professor Hendrick's house, in the late evening, nearing the end of the tutorial he was conducting. At least I assumed it was nearing the end, because I was very close to coming. We were in a straight chair facing his desk. Professor Hendricks, his hands wrapped around my waist was sitting in the chair; I was sitting on his hard cock—...

Ambrosia: Food of the God's

by gkuncch on Sep 14, 2017
Gay Male

After a day and a half of delayed flights and multiple airports, George had finally made it, with friend in tow, to the beautiful island of Santorini. "Let's go to the beach straight away after we check into the hotel," said Annie, George's super chic friend from NYC. "Okay," George answered, although his voice hinted he was so tired nothing really mattere...

A Hot Sunny Afternoon

by Vincent E on Aug 31, 2017
Gay Male

A hot, sunny afternoon in early August, the temperature reaching into the upper nineties, warming the skin of two young men laying poolside soaking in the sun’s rays, beads of sweat rolling down their bodies mixing with the oil rubbed into their skin protecting them from harmful rays, margaritas sitting on the table between them, and the sound of classic roc...

Floin's Adventures of the Flesh Ch. 05

by blondeallover_00 on Aug 31, 2017
Gay Male

It was one of those damp cold dreary evenings that Britons know to be so frequent in their early winter, when Floin was escorted from training camp common barracks to the Spartan but warm hut of the training commander. He had been complimented well for so quickly taking to the soldierly arts. He hoped that this would be the night that he would be paired off...

All Creatures Ch. 05

by BlueOleander on Sep 19, 2017
Gay Male

This chapter contains adult language and light bondage between two consenting adult males. If that is not your thing, I suggest skipping this story. As always, I would like to thank the best editor in the universe. Bert_Fegg, you are awesome! Also, a big thank you to everyone who is reading, rating, commenting and/or favoriting this story. It makes my day...

Michael in the Mirror

by cmike on Aug 18, 2017
Gay Male

As James approached the front door he reached absently for the keys in his back jeans pocket, striding up the steps to the door. Without thinking he reached for the door handle, and to his surprise it opened without any need for the key. He paused momentarily. Strange. Even if Michael was at home it was unlikely that he would have left it unlocked. James cu...