Here is my story of how my life changed one day.
When I was in my early 30’s is started to get into gambling. I we go out and play the slots at the local casinos. That soon got boring. So, I tried my hand at poker. It was fun. But, I was a very poor player.
My interest then turned in horse racing. I found a bar that was nearby that offered OTB. Soon almost like clockwork I was there every day. It was nice to go there and place a few bets, drink some and relax.
One day I met this guy who came in to play the races too. We started chatting and talking about gambling. His name was Matt. After we had both downed at least a six pack, Matt leaned over and told me a secret. He said that he was a bookie. And that if I wanted he could place bets on other things like boxing, football, soccer and etc. His cut was only 5 points on the dollar. I was very interested but a little hesitant too.

About a week later I was back at the bar and Matt walked in. He spotted me and took the seat next to me. We downed a few cold ones while engaging in small talk. Matt then told about a fight that I could make some good money on. The odds were too good to pass on. So, I decided what the hell and gave $200. We exchanged numbers and he said he would call me after the fight. 2 days later my phone rang.
It was Matt. The tip proofed true and I had won. So we decided to meet at the bar so I could get my winnings. At the bar Matt said he had another tip to play on. It was a college football game. I took what I had made and let my original $200 ride. Sunday morning my phone rings and it is Matt telling me that I had won again.

As time progressed my betting with Matt became more often. I got to the point that he would actually just keep a running tab for me. I sometimes owed him. Other times he owed me. But, soon my luck started drying up. I got to the point where I could never be able to pay him back in a reasonable time. So I gave him a call to see if we could meet and talk about the situation. He gave me his address and I told him I’d be there in a few.

I got to his house; he opened the door and let me in. Matt grabbed a couple brews and we went into the living room to talk. We talked and I explained my problem to him. He was not too happy to hear what I had to say. He said that there was a way to work off some of what I owed him. I was eager to pay down my debt so I so ok. He asked me if I was sure. I said “Sure as long as it’s not illegal”. He smiled and no it was not. I said ok, what do you want me to do.
Matt smiled. He relaxed in his chair and spread his legs apart. He told me to get on my knees between his legs. I swallowed hard. Surely he can’t be wanting me to do this. I started to shake a little. Matt saw that said “it’s ok, you want to pay off your don’t you?” I got up and walked over to where he was sitting. I got on my knees between his legs and said “ok now what?”
Matt said “now undo my belt”. I couldn’t believe this was happening. I am not gay. Only ever wondered about what being with a guy would be like. I took a deep breath and reached over and lifted his shirt to see his belt. It took some time to undo it. I had never unbuckled a belt of another guy.

“ok, now unbutton my pants” Matt said. Again I swallowed hard and with shaking hands undid his Levi’s. “You’re ok” he told me. “Relax and pull down my zipper” Matt said. By now I good feeling how I was to “work” off me debt. I unzipped his pants and opened them up. He gave me a quick smile. I could see his bulge inside his underwear. He lifted his butt from the chair and told me pull his pants all the down. As I did I started to feel a twinge down below. As he sat back down he moved his crotch closer to my face. He was wearing a pair of tightee whitees. I could see that he appeared to well endowed. His underwear left nothing to the imagination. “Do you like want you see?” He asked. I didn’t know what to say. But, I could feel my own cock starting grow. Matt took my hand and placed it on his crotch. He rubbed back and forth a few times then let go. He told to keep rubbing him. It was a strange feeling to be massaging another guys privates. But, here I was, on my knees, between his legs and rubbing him through his undies. Matt closed his eyes and smiled. As I rubbed him, I could feel his cock starting to grow. It started to throb, each time getting a little bit bigger and harder. I kept rubbing and he kept growing. “That feels good, use both hands” he said. By now he was getting hard. So I used one hand on his balls and the other on his cock. I just kept rubbing him as asked. He sat there with his eyes closed and small smirk on his face. After a couple of minutes I must been liking it. My cock was stirring and coming to life. By now Matt was fully erect.