1. Cougar Hold 'Em


    Date: 2/2/2017, Categories: Fiction, Consensual Sex, Male / Older Female, Oral Sex, Romance, Author: Speedinator72, Rating: 71.4, Source: sexstories.com

    I happened to come back for my 20 year high school reunion in the summer of 2009, when I heard that a local bar & grill was putting on a Texas Hold 'Em tournament. Now, I never got into an actual tournament like this before. I would however practice online in one of the big poker websites. I would always do play money instead of real cash. But whenever I would play cards, it would just be me and a few buddies, with just loose change. Now, it's been several years since I've been back in my hometown in SE. Michigan. Therefore, things have changed a lot in just a short period of time. But the local establishment that I would sometimes would hang out at whenever I'm in town, is one of the few businesses that still remains the same. Somehow, I knew my luck would change. So the afternoon of the toutnament, I got there early to register and get a good parking spot because of my physical disability. I went in and registered and found out that over 150 people have already signed up. So I knew that the prize amount would be huge. But as I was getting registered, I noticed an older woman who was helping out with the poker tourney. She recognized me right away, and I was able to recognize her as well. It was none other than Chelsea Simmons, somebody I knew from 20 to 25 years ago. Chelsea hasn't changed a bit over the years, even though she was married with three kids. Now she's a widow. Her husband Lance (who I also knew), was killed when he collided with a wrong-way driver late one ...
    night as he was coming home from work. But now all three of her kids are all grown up. Chelsea is about maybe seven years older than me at her age of 45, but you wouldn't even guessed it by her looks, beauty and the way she presents herself. You might say she's close to a"10". In addition, she's a true brunette, with long, straight silky hair. She's also nicely tanned too at about 5' 6" tall. Somehow, I know I would chat with her before the night was over. So the games began. I was able to whoop everyone at the table I was at by a landslide. Everybody was going all in for the most part, instead of being conservative. When the time was right, that's when I was able to make my move. So incredibly out of 150 players, I was one of eight people left standing for the final round. So I knew I was gonna get some money back. And in the end, I was runner-up in the tournament. You could say I walked away with a $250 constellation prize. And I was a real sport at it, because it was anyone's tournament. Chelsea was amazed, especially when I bought her and a few other people who stuck around a round of drinks. But what they didn't know was that earlier that same day, I hit on an instant lottery ticket. So you might say I was on a roll. Finally Chelsea asks, "Hey Vince, I was just wondering if you'll drive me home her in a little bit." "Sure", I said, "why not?" "Ok, cool." Chelsea said. And so we chatted for a little bit, just reminiscing about how wonderful things were around here in our ...
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