Gay Money Stories

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Fantasy Football Player

by ted_subby on Aug 30, 2017
Gay Male

Chapter 1 -- Fantasy Football My name is Ted and I run a fantasy football league with some friends of mine back in my college days and a few new people we added for a 20-team league. We meet every year for our face-to-face draft. There is no money involved, just a bunch of guys having fun. We are all very competitive and research the players, smack talk, an...

Blissfully Hooked Ch. 01

by adjoaq on Sep 25, 2017
Gay Male

Comments, critiques and tips are welcome. Kyle Parker vs. Aaron Hunter The Contract! *** Kyle Dylan Parker was what most people would call enthralling. He was at least six -feet-three, good-looking and extraordinarily sexy. With his captivating soft hazel eyes, long dark eyelashes, dark blonde hair cropped very short, and his heart-stopping smile, Kyle...

Rent Comes Due

by Scott_Heywood on Sep 1, 2017
Gay Male

I looked through the peep hole and saw the Landlord. I realized then that my Girlfriend probably didn't pay the rent with the money I gave Her before She moved out. "Good morning Mr. James. What can I do for You?" I said answering the door with a smile. Without a word, He walked in and say at my table. Closing the door, I asked, "Is there a problem?" "Yo...

A New Client

by jamesmontague on Sep 14, 2017
Gay Male

There was a subtle knock of the door; Nicholas scanned his eyes across the room once more. Everything seemed to be in order, he thought. Let us see what we shall see. The door opened, revealing his trusted servant, bodyguard, fixer and partner in business, Wells. The man had an imposing figure, tall, square-shouldered, very large hands and equally large fee...

Good Afternoon Ch. 19

by Dionyus on Sep 14, 2017
Gay Male

Carl came out from behind the camera into the lighted area beside the bed. "That was pretty good for first-timers," he continued, "We need to do some close up shots to insert into that footage, so you will have to run through that same routine again, but this time, we will have a hand held camera moving around and you will have to give him clear shots of lik...

Careful What You Wish For Pt. 03

by jt30 on Apr 3, 2019
Gay Male

It wasn't the next week. It was the following month but John and Matt had kept their promise. I was having the time of my life, dancing in front of the crowd, when I recognised a familiar face. It was Peter from work. He grinned at me and my heart sank. This was not what I wanted. I have never really thought of myself as attractive to men. I suppose it's ju...

The Bookie Ch. 01

by tmh10 on Sep 19, 2017
Gay Male

When I was in high school, I learned of a guy who was acting as a local bookie, taking bets on sports games. Money was not easy for me to come by back then, so when I heard of the great odds he was giving on my favorite football team, I couldn't pass up the chance to place a large bet on such a sure thing. My plan was to score a good sum on the win, which wo...

Trip Money Ch. 01

by sr71plt on Aug 18, 2017
Gay Male

I had become a regular at the gym on Tuesday nights, and this 40-something businessman named Clint, who was also a regular on that night, and I had gotten to where we spotted each other through our bar bell work. He was in great shape for his age, leaner than I was, but with well-defined, ropy muscles and chiseled square-cut features. I’d been trying to save...

The Window Cleaner Ch. 03: Maury

by sr71plt on Dec 30, 2017
Gay Male

If there was one thing I'd have to identify as Boyd Ames being the most useful to me it would be introducing me to Drake Simpson. The man was gorgeous and forceful just the way I like them—and cocky. That's just the way I like to break them. A control freak—just like I am—so a worthy challenge. I know a secret about control, having it and keeping it, though....

Demon Spiral

by sr71plt on Sep 14, 2017
Gay Male

"Go on, take them all. I know you want them." Damon Wentworth was standing there in that skimpy bathing suit plastered to his groin, showing which side he dressed on, and had the platter of crab Rangoon pastries shoved up under Chris' chin. It hadn't been the crab Rangoon that Chris had had his eyes on as Wentworth came at him on the terrace in back of the...