It was early evening in mid July the sun was just starting to go down. I wore a light brown sleeveless dress while Debbie had on a white blouse, black tight fitting slacks with a matching big rimmed hat. Usually I like to watch all the guys do a double take on me. That’s what makes wearing a long red wig even on a hot day worth it. But tonight, my focus was on sweet chubby Debbie. However,it was fun to catch a comment or two. ‘Are they a couple?’ ‘Check out the lezzies!’ ‘Yo, I think the tall one might be a dude.’ We were walking arm and arm through the trendy Regent Street neighborhood. There was stuff going on everywhere. But we finally landed at a popular gay night club called ‘Twisty’s.’ If you replaced all the Pittsburgh team logos with one’s from Boston I would have thought I was back at ‘Slammer’s’ in Millingham.* They even had a she male dancer performing just like at Slammer’s. Hir name was Lucy May. She was an Asian she-male like the one I knew in New England. Billie Jean. I want to head off that issue upfront if I can.”He said, “No, I won’t have any issue with that at all.”I said, “Alright, do you have any moral issues with the idea of underaged gambling or gambling in general for that matter?”Sam said, “Nah, I grew up playing poker and making bets on sports with family and friends. Nobody cared how old you were, and as long as you were gambling with money that you could afford to lose, it was fine. I still believe that’s the way it should be.”I dug a $20 out of my wallet and handed it to Sam. I said, “Thank you for your time and for answering my questions. I do have a proposition for you if you are interested.”Sam said, “I do think I’m interested, but of course, it would depend on the details.”I said, “Well, as you probably have guessed, I want to do some gambling. The law prohibits me from doing it, so I need someone over 21 and willing to place the bets I want in my place. That would be your job if we can come to terms with the split or fee you.
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