Gay Lost Bet Pegging Stories

11,553 results
Orientation
Length
Source
Infinite Scroll

Well... He Did Say Please Ch. 03

by pdiddyd55 on Nov 20, 2018
Gay Male

I woke up the next morning. It was the first time that I had a pot hangover (it would not be the last). The year was 1973, and I was a freshman in college. I thought about the events of the previous day. I had sucked two cocks, roommates, Michael and Carl, and I had enjoyed it. Was I gay? My roommate, Alan, had heard my alarm and had woken up as well. He a...

Spark & Stone - Ch. 06

by laurasfox on Aug 12, 2019
Gay Male

Chapter Six -- Hook, Line, And Sinker Heathcliff could not believe his luck. He had trapped the bunny like the most skillful hunter in existence, and the awesome part was that he hadn't planned for it. No one could accuse him of foul play. Now he needed to calm down a little, no matter how exciting the prospect of having Aidan Spark over, after dark, was....

Night Games Pt. 01

by EROTICbearscribe on Jul 17, 2019
Gay Male

It had been a grey, dreary Saturday. Snow had been falling almost as fast as the temperatures. The entire city was shut down. It was quiet except for the occasional scraping of a snowplow's blade along the street. It was the first Saturday I had off in a long while. In fact I had the entire weekend off and had no idea what I was going to do with myself. W...

Halos and Heroes Ch. 08

by WasAlmostFamous on Jul 2, 2019
Gay Male

Thank you all who have been reading and following along. I always appreciate getting feedback. It helps with becoming a better writer and it's always an ego boost, so feel free to reach out. I will always respond! The usual spiel: This isn't a stroke story, (more porn with plot.) Be warned, it's very long. 33+ chapters, which is why it was originally publi...

Halos and Heroes Ch. 27

by WasAlmostFamous on Jul 30, 2019
Gay Male

Thank you all who have been reading and following along. I always appreciate getting feedback. It helps with becoming a better writer and it's always an ego boost, so feel free to reach out. I will always respond! The usual spiel: This isn't a stroke story, (more porn with plot.) Be warned, it's very long. 33+ chapters, and many sexless ones to come before...

House Rules Ch. 02

by EROTICbearscribe on Jul 31, 2019
Gay Male

CHAPTER TWO THE PINK DOOR I had been in every room of the house, from attic to basement. Partly out of curiosity, partly because I had to dust and vacuum. It was a big house and had many rooms. There was one room which remained a mystery to me though. The room I speak of was two doors down from my room. The door to it remained locked at all times. I neve...

Box Shaped Heart Ch. 12

by laurasfox on Dec 24, 2018
Gay Male

Chapter Twelve - Gay For You. Or Something. Carter inhaled Aron's warmth, as they stood there, in the door. Okay, he hoped the guy was not going to get all sentimental because he had absolutely no idea how to deal with such a thing. As his best friend, Aron had never gotten so mushy over him, or over anything. He had been Carter's rock, well, at least, unti...

Rex's Horny Halloween Pt. 04

by TeamCravings on Jan 7, 2019
Gay Male

Halloween night grew later and more bewitching as each moment passed. The gay party in the chic London flat was reaching new heights of horny debauchery thanks to a very open and eager Rex! The stunning mature 40 year-old ginger haired stud was laying spread and gaping for all the guests to enjoy. The speculum was truly a miracle and the view deep inside Re...

Box Shaped Heart Ch. 07

by laurasfox on Nov 26, 2018
Gay Male

Chapter Seven - Stiff, Stiff, Stiffer Carter took the glass of wine from the table with a methodical gesture, brought it to his lips and took a long sip of ... nothing. "Do you want more wine?" Aron asked him. "Just give me the bottle," he mumbled. He needed more than that, but he had to make do with whatever he had at his disposal. So he just drank...

Box Shaped Heart Ch. 08

by laurasfox on Dec 10, 2018
Gay Male

Chapter Eight - Look At You Now The sofa was clearly there only for visual appeal and nothing more. Carter tossed and turned, but no matter what he did, how he coiled and uncoiled himself, he could not find an ideal sleeping position. Eventually, he settled for throwing his legs over one end, and lay there, like the perfect crash test dummy. There was no...