Gay Lost Bet Pegging Stories

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Long Time, No Suck Ch. 04

by Stontstr on Sep 1, 2017
Gay Male

That weekend was amazing. I felt really great about my relationship with Marc. Cloe, Stephanie's girlfriend, turned out to also have a surprise. See, she turned out to have a rather nice penis, a nice extremely large, uncut penis. Cloe had even named it, Clarence. Marc had to go back to town on business for several days, but Stephanie said he knew all about...

Hot Chat with Daddy Top

by BartSavagewood on Aug 31, 2017
Gay Male

Transcript of a hot IM chat I had with a top describing to him my first time: *************************** Dad: tell me about your first time.. with David the doctor Boi: well this was about what 10 years ago Boi: I was 22 Boi: and living with my gf at the time Boi: things were not going well Dad: okay Boi: so we were breaking up and needed to sublet...

Tales of Dick Ch. 12

by Bjsroxxs on Apr 3, 2019
Gay Male

Jason: It had been two weeks since Dick and I went on the campus tour. The campus was nice and our guide, Darwin was a great guy too. And it was then and there that I chose to go to PCC. I knew I had other options but I really liked the place and most importantly so did Dick. So I had gone home and told my parents about it, they weren't too keen about it bu...

Class Reunion

by Edwarlife on Aug 18, 2017
Gay Male

I had been the worst asshole to George in senior high school. Knowing he was gay, I would taunt him in the locker room by sticking my ass toward him and saying, "I'll bet you'd love to be in here!" I would spread it for him, showing him my tight, hairy hole. I knew he liked me. I knew he wanted me. That's what made it so fun to tease him. When I was at the...

Cullen Ch. 05

by rckplsky on Aug 30, 2017
Gay Male

Cullen made the trip back to his apartment. He sat in his car for about a minute before getting out. He didn't know why, but for some reason he just didn't want to go back inside. He looked over his living room where he had just given a complete stranger a blowjob. He collected the empty beer cans and cleaned up the weed. He had noticed the TV was still on....

Behind the Scenes Ch. 07

by rightside27 on Mar 16, 2020
Gay Male

Author's note: Okay, chapter 7 ladies and gentlemen. I hope you all like it. Also, this will most likely be one the last sexless chapter of this story, so be prepared for that if you want to continue reading it in the future. Enjoy ;) --- Connor's POV: What did I get myself into just now? This whole thing was bound to be a disaster from the get-g...

Dangerous Games Ch. 02

by bjmichaels on Aug 18, 2017
Gay Male

JOHNNY'S STORY I appreciate everything Tommy has done for me, I really do. I will always remember him fondly as my first true relationship, my first real boyfriend. He has taught me so much about gay life and how to act like a proper 'bottom' that I will forever be in his debt. I'm not in love with him, but that isn't his fault. I've never loved anyone-I'm...

Debt Relief

by bjmichaels on Aug 18, 2017
Gay Male

"Will you at least turn out the lights?" I asked Mark. He chuckled then reached over to the lamp beside the sofa and turned it off. "Is that better?" he asked. The living room was darker, but the light in the kitchen was still on; we were now silhouettes sitting side-by-side, but I continued feeling self-conscious. When I remained motionless he said, "Y...

Cock Sucker App

by silkstockingslover on Sep 25, 2017
Gay Male

Summary: Straight guy discovers a sex app that changes his life. Note: This is a NUDE DAY 2017 CONTEST STORY... so please vote... the focus of the story the glorious nudity and visuals of COCK. Thanks to: Tex Beethoven, Robert and Wayne for editing this. * As I sucked my father-in-law's big, thick cock while he was watching football, and my wife and moth...

Orion's Belt

by AllyBlue on Aug 18, 2017
Gay Male

"He's late." "I know." "Did you call him?" "Home and cell, yeah. No answer." "He's been late every fucking day." "I know, Chad." Chad pursed his purple glossed lips. "Well, Mr. Know-It-All, maybe you can tell me just how the fuck we're supposed to record without a fucking singer!" Kier sighed. Chad wasn't telling him anything he didn't already know. A...