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He had a great new place that I knew was going to be a blast to live at. After texting a bit with Kim, I convinced her to come over late one night and hang out. It was a school night, but I was getting the vibe that tonight could be the night I hook up with her! She finally agreed to come over after her dance practice, and I sent her the address. I let Derek know it was finally going down. I had an empty house, and I knew I could get this done! He asked if I had a condom… and fuck! I didn’t! It wasn’t super important to me to get one (being young and stupid) but he had a good point that a lot of girls may use that as an excuse to not have sex. We quickly hatched a scheme where he was going to pop by, and if Kim had beaten him to my place, then we would claim that all liquor stores around here were closed so Derek was picking up a 40 of vodka I had as he was on his way to a party. Then, during the exchange of vodka, he would slip me a condom.Kim arrived, we caught up. She brought it back and said she will be taking care of me tonight. The three-piece jazz band began to play, I told Alex that I did not want her to get in trouble. She assured me she would not, seeing it was a slow night. I smiled and thanked her and off she went to seat two new customers. Sitting there enjoying the music sipping my drink, my thoughts drifted to Alex having sex with me. I was so deep in thought that I did not hear, ‘Mr. Preston, I have brought another drink.’ Snapping out of my thoughts, I thanked Alex as she looked with concern. She asked if everything was ok and I stammered out a yes as she looked at me. She asked if I was sure as her eyes drifted down, looking at the vertical bulge in my slacks. Licking her lips, she reached down and gave me a pat. ‘You know Mr. Preston I can take care of that.’ I sit quietly, not knowing what to say. Leaning forward Alex whispered, ‘I get off at midnight, if you want, meet me at the pool on the roof.’ Taking my drink, I gulped.
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