Judy had decided to wear a real tight black sweater, with her black bra and a skin tight pair of Levi’s. She looked very hot.When we got to the bar, there was a nine ball pool tournament getting ready to start, I really did enjoy shooting pool. It was a fifty dollar entrance fee, I plunked out the fifty. There were thirty people that had signed up. The bar had just put in five pool tables. The way the tournament was set up, one loss and you were eliminated. The final two players had a best of a three game play off, the winner won seven hundred, second place was three fifty and third was two hundred, what was left the house kept.These tournaments usually took three to four hours to complete, this one started at eight. I was shooting OK but not great and I was going back and forth to bar. Judy was talking to Jake, when I noticed a young guy set down next to her. They struck a conversation and seemed to be getting along pretty good.I was to infatuated with that beautiful body of Judy’s,. I had never done it before and was understandably nervous. I had never been with a guy before. I had only used toys. I wanted to know what a real dick in me felt like and of course, not being in control. I was staring at them one night, thinking about returning them, since I thought "I was probably never going to use these anyway". They were still brand new. That night, something snapped. As I was staring at them in my closet, I decided "Fuck it, let's do this." I went to my computer, got on Craigslist and posted the following ad: "First time bottom looking for a top. We can pretend I'm a girl and I'll come dressed as the part. Send me a text, I'll send you a pic and we'll go from there." I posted it, no hesitations, not really expecting anything to come of it, but I also didn't set any high bars. After, I went straight to the bath, shaved my legs and made them nice and smooth. I then used my homemade enema kit as I usually do before I played with a toy. As I was shaving off my.
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