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& I'll always remember the first time I was with a tranny.her name was brooke. I always wanted to be with a tranny because I was always curious. I mean, shes a chick right. but then she has a dick. you all know some trannies are drop dead beautiful. this one was. I was looking in the escort section of one of those paper you get at a porn shop. I always wanted to but was so scared. finally I got the balls to call one up & set up an appointment. she lived about 20 minutes away. I took a shower & shaved myself. when I got to her place my heart was pounding. I was so scared of actually doing this. doing something I wanted to do for so long. as I walked up the stairs, I kept trying to calm myself down. when she opened the door, I really got nervous. I started thinking what if she's a cop. what if this was some kind of "sting" or something.she poked her head out from behind the door & asked my name. told her who I was & that I called her a little while ago. as I walked in I really started. Jim ordered a small popsicle and I did the same, right after the high school kid. I didn’t have any money, so Jim offered to pay for me. I was very acutely aware that the three college dudes were right behind me, taking in a view of my ass, probably salivating. I peeled the paper wrapper off my pop-sickle and stuck it in my mouth. I turned and faced the three guys waiting in line behind me, and slowly licked the side of my pop-sickle. “Day-yam!” one of the guys replied as he watched me work my tongue along the edge of the pop-sickle. I sat on one of the picnic tables, under one of the pavilions, my heels resting on the bench. I casually spread my legs just enough to ensure the guys has a delightful look at my pussy. One of the three guys approached me, a shaved-ice in hand. “Do you live around here?” he asked. “Yes,” I replied. He nervously rolled his skateboard under his left foot.“Do you skate?” he asked.“Oh yeah,” I replied, “but not in these heels.”He rolled his skateboard in my.
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