Gay Straight Bet Stories

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Infinite Scroll

Old Jack Ch. 02

by exaucer on Sep 14, 2017
Gay Male

My Working Day: I didn't get to work until after 9.30 and when I entered the office my boss called me over to inform me that I would be going out with Jack for the best part of the day to visit claimants who could not make it in for interviews on account of their physical difficulties. Part of me was delighted and part of me was quite apprehensive. However,...

Dick Out!

by peebudy on Sep 15, 2017
Gay Male

"This dollar says you miss that putt," John said, waving a crinkled dollar bill as George stands over a 6-footer. George glared at John for breaking his concentration, then re-focused and drilled the putt into the back of the cup. "Pay up bitch!" George said with a grin, snatching the dollar from John as the walked toward the 15th tee. John thought all the...

Damien's Introduction

by ncdogging2013 on Aug 21, 2019
Gay Male

Clinton Malone and I had been best friends since middle school. We grew up next door to each other, so if we weren't with each other at my house we were over at his. Naturally, he got to know my family and I got to know his. That's how i knew Allan, he was Clinton's dad. I don't know if anyone could have been a better friend to me than Clinton, but Allan Mal...

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...

Dave's Surprise Ch. 01

by Dneal06 on Aug 18, 2017
Gay Male

About 18 months ago my office friends and I began a tradition of getting together Fridays after work once a month to play poker or pool and just generally hang out. Occasionally, one or more of my coworkers would stay at my place afterward if the hour was late and they did not want to drive home to their respective wives. Kevin and Mike always spent the ni...

Losing Bets

by XxPrinceAnonomousxX on Dec 9, 2017
Gay Male

"I'll make you a bet," Giovanni said. I looked over at him hesitantly. "I bet you our team will win tonight," he said, and I thought about it, our team never wins, though. "But our team never wins." I said, and he smirked. "What are the terms of this bet?" I asked. "If you win you get a hundred dollars. If I win you have to do whatever I want for an enti...

Doing as I'm Told

by bidaze on Aug 18, 2017
Gay Male

First off, I am a 33 year old, orally bi man. I have girlfriend and a pretty good life, but sometimes I have a growing urge to suck off another guy. I push it down and usually just jerk off, but occasionally the urge becomes overwhelming, nd it's while I am overwhelmed that I have found that I have taken very well to a sub role, even if it was not planned....

Guy's Night Out Ch. 02

by jrzdogg on Aug 18, 2017
Gay Male

I woke up the next morning a bit hung over. "Did that really happen?" I asked myself. I wandered into the bathroom, took a piss, and looked at myself in the mirror. I couldn't believe I just stood there and let that happen. I guess the hardest thing for me to understand was that I liked it...I mean I REALLY liked it! Does it make me gay? I poured myself some...

Blackmailed: Weekend with Bill Pt. 02

by hasnoalias on Apr 3, 2019
Gay Male

All characters in this story are over the age of 18. ***** Dinner that night was pretty simple. Bill grilled some chicken. I was kept naked the whole time and I was getting used to the free feeling of staying this way. I kept thinking about what the next day had in store for me. I knew Jeff would probably join, so counting Bill that brought the number of m...

Pinned on the Bed

by Tough_But_Femme on Mar 30, 2020
Gay Male

These sheets feel so incredible. I'm glad I splurged and bought the expensive ones. I love how soft they feel against my skin. They're a little annoying to clean, but it's totally worth it. I just wish I had a better mattress. I've got to get a better one. It's a little soft, but these are the times when I need more give. Thank god he's finally in a rhythm...