Gay Lost Bet Pegging Stories

11,553 results
Orientation
Length
Source
Infinite Scroll

Outted by the Boss Ch. 02

by BmthAdmirer on Sep 14, 2017
Gay Male

After finding out Neil was not going to be into the office this morning was good for me as I was not quite ready for running into him as yet so I was glad to be working with Rich our part timer on the site although I always had the feeling that morning that Rich may have been told about what Neil saw online the night before and found myself asking questions...

Diary of a Cock Sucker Ch. 18

by Bicyclist on Sep 14, 2017
Gay Male

In which our hero finds commerce. It is a rainy Saturday afternoon and my wife and I are having lunch at a bistro restaurant. The weather means that the training ride has been canceled and so I have a leisure day. We have decided to lunch and then there are some shops nearby where my wife wants to browse and do some craft shopping. We are near the end of a...

Poor Simon Ch. 12

by Cruel2BKind on Sep 14, 2017
Gay Male

*Welcome to the final chapter of Poor Simon! All characters are 18+ I have decided to do the last chapter in 3rd person to give people a little perspective with Anthony. Thank you for staying with me and please enjoy!* OCTOBER,ONE YEAR LATER... Anthony Rogan Christopher woke up, feeling foggy and pleasant. Glancing at the blue digital readout told him t...

The Trip Ch. 01

by CE300 on Aug 30, 2017
Gay Male

Dear Reader, This story is kind of long and has lots of detail. It's also emotional and not much XXX in this section. I look forward to your votes and please feel free to leave me comments. All feedback is welcomed whether it is good or bad. I would also like to greatly thank sfseeker71 for looking over my work and helping me with it! Thanks, CE300 ****...

The Vacation House Ch. 01

by 1Puck1 on Sep 14, 2017
Gay Male

18 years old already! Home for only two weeks from my freshman year at the University of Rhode Island. I find myself lucky to have been offered a part time job landscaping at my local ice rink. I've played hockey my entire life, well as long as I can remember. No longer playing on a league team because URI does not have league organized hockey. I still play...

Carl Be Mine, My Special Valentine

by SuperHeroRalph on Aug 17, 2017
Gay Male

This is a Valentine's Day contest story. Please vote. * A man asks his best friend to be his Valentine I poured myself a glass of wine and sat nervously on the couch to survey all that I had done. Nearly up all night, I had all the Valentine's Day gifts on the coffee table staged, as if they were ready to wrap. Suddenly, knowing he'd be home any minute, I...

Home to Fire Island Ch. 05

by sr71plt on Aug 30, 2017
Gay Male

Danny locked the door to his room on Sunday morning after he was finally alone and wouldn't come out even for the offer of lunch upstairs. Then when it was dark he slipped out to find something to eat somewhere where no one would know him. The bar wasn't open on Sundays, so there was no requirement for him to work. He was thinking increasingly of what he wa...

Home to Fire Island Ch. 04

by sr71plt on Aug 30, 2017
Gay Male

"It's Saturday." "Yes." "You've been here nearly two weeks now," Sam said. He was sitting next to Danny at the dining table in his and Ruth's apartment above the bar while Sally fed Danny a late lunch. It was Sally's apartment too, the young man realized. It had taken him several days to figure out that Ruth and Sally were lovers. Maybe both with Sam too,...

Bathhouse Temptations Ch. 03

by glory_first on Sep 14, 2017
Gay Male

Arriving earlier than normal on Thursday, the bathhouse was still being cleaned and aired out, this being a comparatively cool August day after several hot ones. With the still ongoing construction/renovation in the previous darkroom section, the bathhouse has remained quite undisturbed in the other area. Again it took a while to get a beer, but considering...

Panama Ch. 04

by mikey2much on Sep 3, 2017
Gay Male

James watched the ring of the boy's asshole as it clung to his cock, extended like a set of puckered lips on the way up and inverted as it was pushed up inside of the boy as he rode down the shaft of the big cock until he sat flat on the older man, completely inhaling the cock with his tight little ass-pussy. James' eyes traveled up the lads ass crack, pas...