The year was 2001. At that time my life sucked in about 8 different ways. I was looking for a new experience of some sort. I ended up on the chats. A woman I found in my area, Hamilton, was named Cathy. I blind messaged her to talk. She said ok, but no “sex talk!”, she wasn’t like that. I was good with that. So we started to talk on and off over a few weeks. At some point I asked for her picture. She was reluctant, but sent me one. Just head and shoulders. She was blonde, 40ish, slightly heavy and had a nice smile. We both had kids and spouses. As time passed the odd risqué comment slipped in. It came out that her husband wasn’t very interested in sex. She was. Hmmm. So one night my family was away, her husband was away so I suggested we meet for a beer or a coffee or something. Again she was suspicious but I honestly had no motives. So we met at a roadhouse on the highway. It was a weeknight and the place was deserted. Two guys were trying to pickup the barmaid that was it. So we found a table across the bar and sat down. She had on a button down shirt done up to the neck and jeans.
We chatted and had a couple of beers. It was ok. Nice to put a face to the name. I noticed a room off to one side with a pool table. It was dim, the only light was a decorative one over the table. I suggested we play pool. She smiled, it sounded like fun so off we went. I got a couple more beers and we set up. I’m no pool shark and she wasn’t good at it either. But we played a game or two. As we played there was the normal touching as we moved around the table. So at the end of the game, I said, “wanna make it more interesting?” She said “how?”. I said, “If you lose, I get a button, you undo one button of your shirt”. She looked at me for a second, blushed a bit then in a small voice said “ok.”
So I racked up and we played. Without being too obvious I was motivated.
I won. She looked at me, turned her back…and undid one button. So we started the second game. Now we were both motivated. But, I won. She went to rack up and I said, “you forgot something”. Again, she didn’t say anything, but undid the button. As we played, things began to get more interesting. I touched her more. Let my hands slide over her body as we passed. She stiffened as my hand ran over the back of her bra strap. But she didn’t pull away either. I was also starting to try to look down her top. She knew. And she was getting a bit flustered. It didn’t help her game. I won.
I just looked at her as my final ball dropped. She undid the button without a word. Her shirt was now open halfway down her chest. I went and got more beers. I came back and we started again. I could now see down into her bra cups as she took her shots. She had a nice rack. As I passed her I started to rub myself over her. She felt my hard cock. At one point I just stood behind her and pulled her to me. She didn’t resist. So we played and I won. Her game had fallen right off. Perhaps by intent? She was breathing heavier. She said “what if someone comes in?!”. I looked at her and said, then I guess they’ll get to see part of your bra. She undid the next button. Her shirt was mostly open now. That had been the last button. The shirt was tucked in but her bra was in full view. There was a blush on her chest. I stood behind her and ran my hands over her shoulders and down to her ass. She was breathing harder. Her bra was light lace and I could see her nipples getting hard.
So, we played…and again she lost. So she smiled and said, “sorry, no more buttons”. I said, youre right and went and stood behind her. She gasped as I undid the bra. She spun and looked at the door then looked at me. I told her to rack them up for the next game. As we played her tits fell out of her bra. When we was making shots I saw her hard nipples drag on the table. I took my cue and traced a circle around her nipple with the blue chalk on the tip. She just looked down at the table. My cock was so hard I cant describe. At the end of the game, I stood behind her and whispered in her ear, `go to the bathroom and put the bra in your purse``. She said `` oh my god no one has see my tits in my whole life but my husband and my doctor``. She grabbed her shirt closed and off she went. When she came back(with beer, how good was that!), her shirt was closed but she was obviously braless. As she racked up I went and stood behind her. I reached around and starting undoing the buttons. When I got the the last one, I pulled the shirt out of her jeans. As I ran my hand over her, I realized her pussy was so wet it had soaked through her jeans and you could see a wet spot.
So we kept playing. As she played I ran my cue up the inside of her leg and over her soaked pussy. As I rubbed it she started to moan. Again I stood behind her and started to feel her up. Her nipples were hard in my hands. I slid my hand down her pants and touched her clit. She was now pretty wild.
I started to kiss her neck. She arched her back and her tits were out but she could care less at this point. I spun her around and started to suck her nipples. She said ` I cant do this I`m married`. I stood up and stuck my tongue in her mouth. Forest fires don’t get this hot.
The barmaid called `last call``. (we had been there for about 4 hours) I looked at her and backed away. She did up a button and put on her coat. I said ì`ll walk you to your van`and we went out. When we got to her van it was cold out. There was heavy dew on the vehicles. She said `well, I guess we`ll talk on the net`. I looked at her, pushed her back against her van and started kissing her in that dark parking lot. My hands went into her coat and I fondled her boobs as we kissed. She was wild. We ended up in the van, kissing like teenagers. Her pussy was as wet as I`ve ever seen one. I got between the seats, I wanted to suck her juices but there just wasn’t the space for that. I sucked her tits and undid her jeans. I pulled them down and slid a finger in her as I sucked her boobs. Then two fingers…finally a third and I violently finger fucked her. She came a half dozen times, moaining and thrusting herself onto my hand. She sat back panting. I got into the passenger seat and took out my cock. She looked at me and I said `suck me`. She said`I don’t even hardly ever do that for my husband. I put my arm around her, she said no…..i pulled her closer and closer to my cock. She was still saying no in a small voice as she opened her mouth and took in the head. She moved her head just over the tip. I began to thrust with my hips driving it deeper. She was getting turned on all over again. As my cock touched the back of her throat I put my hand on her head and back and held her there. She swallowed my cum until I let her go. I fell back on the seat as she got up. We talked for a bit. We agreed to meet on the net later and I went home. I saw her once more. It wasn’t as good. I`haven’t talked to her since.