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His collar-length brown hair waved in the welcome breeze. It had been a pretty hot summer in Milwaukee, but the weather had broken just a couple days ago, bringing a respite from the heat and humidity. He was glad his parent’s house was air conditioned.Tom was a handsome young man with rugged features, grey eyes, and a quick smile. He’d had several girlfriends through high school and college, and plenty of short relationships in between. As he packed, he reminisced about the night of his graduation. Joan, one of his study buddies and a close friend throughout his senior year, had gotten a little drunk and hauled his ass into her dorm room and seduced him. He didn’t take much convincing, since he had secretly held a crush on her for most of the year. He had hesitated to act on it, not wanting to ruin their friendship. Well, she decided to act on it, and they spent the night fucking hard in several positions until they both passed out from the exertion and alcohol. The next day Joan. I was always awkward doing this because it is kind of embarrassing to buy erotic women’s clothing as a guy when it is plainly obvious that it’s your size. I also noticed that sales people are usually aware of my true motivations. I’ve tried saying it was for a fictional girlfriend or a Halloween party, or a costume party, or the lame but strangely believable “I lost a bet.” Actually, the “I lost a bet” really worked out for me a couple of times. I was in town on business. I’d finished early and I wanted to get something special for that night. When I scheduled the meetings on my trip I had made sure I would have at least one or two days open and I was determined to make the most of them. So here I was at a leather apparel shop at the mall about 10 minutes away from my Motel. I was really excited about my “new look” and was meticulously putting it together with nice things, not mix-match stuff from a second hand store. I finally had the means to create the look that I wanted..
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