It was just a few weeks after my 35
th
birthday when I experienced two life changing events. First, my wife and I hit the lottery, winning enough for an after-tax lump sum payment of over 6 million dollars. The second came shortly after we cashed the lottery check. Jenny, my wife of 10 years, told me she wanted a divorce. She didn't love me romantically any more, and our new financial freedom gave her the opportunity to leave. So, we went our separate ways, me staying in the house and she leaving to travel the world.
I paid off the mortgage and invested most of my lottery winnings. The annual interest payments from my investments allowed me to retire and live more than comfortably. I did a lot of work on the house, and since I was single and intending to stay that way, turned my living room into a billiards room. I played pool a lot in college and had always wanted my own table. I bought a really nice pool table, several tall chairs, and a sweet sound system. I decided to pursue my interest in photography, and when I wasn't working on photos, I was likely playing pool. I also devoted a fair amount of time getting myself back in shape.
A few months after my wife left my elderly neighbors sold their house. The new owner was a guy about age named Eric. He was also recently divorced and starting over. We turned out to have a lot of interests in common and soon became close friends. Eric was working out of his house as a personal trainer and offered to take me on as a client for free. Since I was having a hard time hitting my exercise goals, I accepted. Eric spent the next six months wearing me out, but in the end, I was in the best shape of my life. As repayment, I taught Eric how to shoot pool. He was actually pretty good, and by the end of the six months he could really give me a run for my money.
One day in late September, we had a workout session at Eric's. Afterwards, I went home to shower, and then Eric came over to shoot some pool and have a few beers. We played for about an hour, basically trading win for win. I went to the kitchen for two fresh beers, and when I came back Eric had finished racking the balls for our next game. After taking a deep drink from his beer, Eric dropped a bombshell on me.
"How about we liven things up a bit and play some strip pool," Eric said, a note of nervousness in his voice, his cheeks pink.
"Strip pool?" I was surprised, to say the least. "What's the point of that, there's no girls here."
Eric just looked at me, and suddenly I got it. Eric was making a pass at me.
"Oh," I said. Eric just watched me as my mind spun. This was something new to me, I had never even thought about sex with another man. Now, as I looked at my friend standing there, I thought about it. Strangely enough, the thought of getting physical with Eric didn't turn me off. Why not? I might actually enjoy it, and if I didn't, no harm, no foul.
"I guess I'm down with that," I said in a shaky voice.
Eric took a coin from his pocket and looked at me. I called "heads" and Eric flipped the coin. It came up heads, so I took the first break. I was clearly still rattled as Eric easily won the first game, costing me my shoes. We racked the balls and began the next game. Again, I wasn't playing up to snuff and lost, so off came my socks. On the third game, I carelessly sunk the eight ball, and now it was time for my shirt to come off. I had been shirtless around Eric uncounted times over the last few months, but this time it felt completely different. I felt much more exposed this time as I slipped off my shirt. The hungry look Eric gave me didn't help either, sending a simultaneous chill of nervousness up my spine and a hot rush of blood into my crotch.
I managed to get a grip on myself and win the next game, taking Eric's shoes. Next game, however, Eric was on fire and ran the table, never giving me a chance to take a shot. Now it was off with my pants. As I pulled off my pants, I was embarrassed to notice that there was a large wet spot on my underwear. My hands shook as I broke the next rack, but I managed to pull myself together and win the game, and Eric lost his socks. On the next game, Eric sunk the eight ball and then it was his turn to remove his shirt, finally exposing some skin. I slowly ran my eyes down Eric's body, taking in his toned torso and abs. Eric's pants were riding low, and just a hint of pubic hair was showing above his waistband. Wow, checking out another guy sexually was making me hot.
I was feeling more confident now that I was making some headway. That feeling of confidence vanished as I sunk the eight ball on my next break.
"Yes!" Eric yelled as I stupidly stared at the pocket that had swallowed the offending ball.
I took a deep breath, a deeper gulp of liquid courage, and slid off my damp underwear, freeing my partially erect cock to point straight away from my body. Eric raised his hands in the air to celebrate but I held up my hand to stop him. Eric stood and looked at me with raised eyebrows as I licked my lips and spoke.
"Game's not over yet," I said.
"Yeah, it is. Your naked, so I win."
"Yes, I'm naked, but I still have something to wager with."
"And just what is that?" asked Eric in a suggestive voice.
