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I'll see you at 9.'I opened the bottle and poured me a glass, opening the curtain and looking out over the city. I couldn't believe that not only was I in this nice room but there were more surprises to be had. So as I finished my glass of wine, I headed to the bedroom.The room was beautiful but the surprise was even better. Laying on the bed were two big boxes. My imagination soared, trying to guess what he had for me. It could be anything and everything. My mind wandered and was trying to figure out what this guy did for a living, the money he spent for just one night with me. It didn't matter because after our texting, I would have let him fuck me in a Super 8 after he bought me a happy meal. Money never impressed me but this did put a smile on my face.I decided to not waste anymore time and went right to the boxes. One of them had another note so immediate I read it.'I have never been so lucky to have met a woman I wanted to marry. So maybe you would like to make this our wedding. I was asking Gabe if he'd enter with mefor support." I told him I'd do it," I said, "but that I'd never dressed up before." Oh, that's sweet," she said as she kissed me, "You're a really goodbrother. Don't worry; I'll also help you get ready. It might be kind offun dressing you up as a girl." Yes," Jay said, "With you're build and softer features, I'm a littlejealous that you'll look prettier than me. What kind of look do you wantfor the competition?" What do you mean?" I asked."Well," he replied, "I typically go for a more over the top look, but withyour features I think you might look better with a natural girl style." I'll let you decide," I said.With that, my wife and brother began making plans for my drag debut. Iwondered to myself what I was getting into, but I knew this was importantto Jay so I decided to try to have fun with it.The next day, I drove Jay over to the club so we could sign up for thecompetition. We pulled into the parking lot for a place called Candy.
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