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I told him that I was a beginner at being a bottom and that I thought he was really handsome but his cock was just way too big for me to have sex. We became friends and chatted all the time. Until one weekend he got a hotel room and said I should stop by see what happens no pressure. I decide to go and see what happens. I take my time putting on my sexy stockings, thong, wig, lipstick etc and enjoy every second transforming into an incredible hottie. Anyway, I get there and walking to his room I almost chickened out too, but I get to his room and the room was really nice, spacious, and had an awesome bed. We chatted about me being a beginner, what we both liked and so on until he told me how beautiful I looked. I was so nervous until he leaned in and kissed me. I actually never kissed a guy before. Feeling him take the lead was actually pretty hot. I decided to reach for his cock, and even though his pants it seemed massive. Even though it intimidated me more in person, I was so. And it wasn’t a party if Debbie wasn’t invited to it. I was at the opposite end of the spectrum as far as she and her friends were concerned. Her dad had the dealership and mine the junk yard. Oh and of course she was dating the quarterback… of course! That didn’t stop me from enjoying her from afar. If there was a party needing a DJ I would see if I had room between other things to squeeze it in. If Debbie was going to be there heaven help anything that was in conflict because it was getting dumped from the schedule. And through it all was Stephanie, there are none so blind as those that won’t see. When I had to tape a game, most of the time she was near by, or would take over for me when I ran to the bathroom and to grab something to eat. And without a second thought, I would bring her something back for her as well. But no mustard in anything for her. When I was setting lights for a show, Stephaniewould be up in the booth on the other end of the headset turning things up and down.
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