Want to Bet? - Sex Stories

Want to Bet?

... place know what you drink. He gave a wave of acknowledgment and a thumbs up.

We ordered some appetizers and spent the next couple of hours eating, drinking, flirting, and relaxing. The tables around us had filled up and the noise level had risen. I glanced at my watch, surprised to see we'd been there close to three hours. My next realization was that I had a nice buzz going and the stress of the day had dissipated. I looked up at Kate and she was staring at me. She licked her lips and rubbed the back of my hand, both indicators that she was well lubricated, too.

"How are you feeling?" I asked her. How different the night would have turned out if she'd said 'fine' or 'good' as I'd expected.

But instead, Kate said, "I need to pee." She stood somewhat shakily and walked towards the pool room, where Bucky's bathrooms were located. I sighed and motioned our waitress to bring another round to the pool room. Kate would want to play at least one game.

Kate loved playing pool. Her family had a pool table when she was growing up, and they played all the time. She was pretty good, too. Better than me. We didn't have space for a table in our house, so this is where she got her fix. We usually played in pairs for small amounts of money at Bucky's. It was two dollars a game to release the balls. The winner stayed and a new challenger would pay for the next game. Sometimes people would play for a little extra something, five or ten dollars or a round of drinks.

While Kate ...

... was freshening up in the bathroom, I got quarters from the change machine, released the balls, and racked them up. When it's only Kate and I playing, she breaks. She enjoys it, and to be honest, she's better than me at that too. Kate came out of the ladies room and saw we had fresh drinks and a ready table, a big grin spread across her face.

"Are you ready to get your butt kicked?" She took off her jacket, picked up a cue stick and rubbed chalk across the tip.

Kate is competitive. Very competitive. Ultra competitive. Her dad had coached her and her brothers in youth sports. She had been both a good athlete and always pushed to win. Being a tomboy with three older brothers helped develop her confidence and competitive spirit. I'd learned that I didn't like losing to Kate; she wasn't a particularly humble winner. While our competitive spirit was usually an asset, it drove us to talk ridiculous smack to each other. We would wager on practically anything.

"You know why I shaved today?" Kate asked across the pool table. I didn't respond. "Yeah you do. You still owe me from our last pool game. You should pay up tonight." She made a "V" on her chin and lewdly stuck her tongue between her fingers. Now I knew she was definitely feeling her drinks. "Are you gonna pay up tonight? I'm calling in my chit."

"I'll pay up tonight." My cock twitched in anticipation.

Kate stood on her tiptoes. Her height was an inconvenience playing pool that she overcame. She crouched over the ...