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She tended to wear loose jeans and flannel. And she wore reading glasses, which countered her intimidating beauty enough for me to relax around her.I only confided my feelings for Jessica to my roommate, Pete. He was just as unappealing to women as I was, though he was shorter and skinnier. He kept encouraging me to make a move and tell Jess how I felt about her. However, I didn't want to risk losing the low-stress friendship we shared; high school had taught me that confessions of attraction only created discomfort if the feelings weren't reciprocated.The summer before the three of us started at Harvard Medical School, Pete and Jess started dating. They did their best to make me not feel like a third wheel, but it was inevitable that I would feel jealous and hurt. If Pete was able to pull it off, I should have been able to as well. I did my best to act normally around them, but my gut started to feel hollow whenever I watched them together.We were coming up on final exams when I. And Ms. Kent, and kid, don’t fuck up. Mr. Kent is the club president, and Ms. Kent is—well, you’ll see. Just try not to stare at her tits, okay?” He added, “And the way she looks today, it’ll be tough. Hurry up, I gotta go jerk off in my office.”“Okay,” I said, recalling my dad saying the caddy master was a little off. But it was a chance to earn some money! I lugged the bags out to the first tee. I saw an older guy and said, “Hi, I’m Ben.”“Yeah, okay,” he said. “I’m riding in a cart. My wife, as you’ll see, likes to keep in shape, so she’ll be walking.”All the talk about Ms. Kent had me intrigued, but really, how hot could she be, married to this old coot? I pulled a ball, a tee and her driver from her bag and waited. I noticed a gathering of guys around the first tee. There were caddies who’d finished, and also a lot of members waiting in the cold. Could she be that hot, that they were all waiting for her?I got my answer in a second—a resounding yes! Holy shit, I thought as a woman.
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