The view from above looking down on a bunch of those low cut dresses was, well, stunning. And the little slice of Kentucky we could see was equally pretty. All green with touches of early spring flowers popping up in groups around the grounds. The stands filled and the first two races left my young charge with a few dollars to blow so I went with her down to the $2 window. As we stood in line, I noticed a man in a beautiful brown suit with a wonderful fedora hat watching us. I looked away, then back. Then I blushed. Yep, I actually blushed because a woman standing in the $2 line with a 20-year-old charge has no business casting eyes on a man in the $50 betting line. That would have been my entire stake for the day, $50 bucks. And he was fixing to blow it on one race. Hopefully, he knows more about horses than I do. We both made our wagers and returned in time for the start of the third race, I lost again and yet another ticket found its way to the pitted concrete pavement beneath my. So we agreed to meet. I was so anxious, so nervous. What if he was setting me up to be mugged? To be blackmailed? To be gang ****d. I’d never hooked up with a total stranger of either sex, let alone a man who I might have sex with if I didn’t lose my nerve. Then there was another issue. What if it went okay, but I got infected with an STD. How was I going to explain that? Finally I had to consider what if I actually enjoyed it too much. What if I found out after all these years that I was a queer, in addition to being a transvestite? So here I was driving into the city on a cold, bright sunny afternoon. Prepared to risk all that I cared about for what at the worst would leave me the victim of a felony and at best, well I didn’t know what at best would be. I arrived at the coffee shop on time. I saw you immediately. He was wearing the dark blue navy pea coat like he said he would and he looked like he did on Skype. I had lied, I wasn’t wearing a Mariner’s cap, I was wearing a hat.
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