The story starts off rather slowly, but will have far more sex involved in the subsequent chapters. Hope you enjoy!
-AmorousFucker
*
I had known Bobby for years. We played football together in high school, and both of us went to State upon graduation: him on an athletic scholarship, me on an academic one. Bobby had always been the typical star athlete; he slept around, blabbed to everyone about each "conquest" in the locker room, bullied the nerds and band geeks, and generally made an ass out of himself all the way around. His temper was famous throughout grade school, too, and being that he's 6'4 and about 240, he didn't run into many who would stand up to him.
I, on the other hand, never fit the mold of being a jock. I was athletic enough to make All-Metro as a senior and garner interest from a couple of smaller Division I programs, but I also graduated fourth in our class, and was popular with virtually every crowd in school. Certainly had my share of pussy, as well, but was far more respectful about it and developed a quiet reputation amongst the female student body for both my discretion and my prowess in bed.
Anyway, even though we had played football together and our parents were friends, we'd never really been that close, mostly because he was such an asshole. When we got to college, however, he tried to talk me into tutoring him. He wasn't dumb, but he'd spent high school partying, and as a result he wasn't able to get through even remedial math without help. When he first approached me near the beginning of our sophomore year, I balked; I mean, why should I do anything for this jerk? Another month or so went by before he asked again, and he seemed so genuinely humbled that I decided to help. The under the table money one of the assistant coaches gave me didn't make the decision any harder, but it truly seemed Bobby was figuring out that the world wasn't his playground.
So we started a somewhat awkward friendship, and I learned that he had, indeed, softened his attitude. He was even cordial to the geeks and nerds whom he would have ridiculed mercilessly just two years before, which was definite progress...but he still treated women like shit. To my knowledge, he never slept with the same girl twice, and he constantly referred to them all as sluts. Given that I was friends with some of those he would "nail and bail," a line he stole from a movie that made him feel clever to say, I knew exactly how much many of them were not at all slutty, but to his credit he generally kept quiet outside of me and a few others who went to high school with us, and most of his conquests didn't have any regrets afterward.
Then he had to go and fuck my ex, Jane, the same ex that I was still talking to about getting back together. She didn't know Bobby and I even knew each other because we started dating a couple of months after Bobby finished his first math class and broke up right before the current semester, when he had his second, and he and I didn't really hang out other than when I was tutoring him. He knew, however, exactly who Jane was, and how I felt about her. Toward the end of the semester, we were pretty close to getting back together. I had a date all planned out to propose to her; she was absolutely everything I'd ever wanted, or so I thought, and I still regretted having let her go so easily. When I asked her out, however, she already had plans to go to a concert with girlfriends, so I just put it off until the next weekend, which was the first after finals. I rationalized it might not be such a bad idea to study, anyway, so I could finish out my junior year with (hopefully) only one B, which would be just my second of college altogether. As fate would have it, my final tutoring session with Bobby was right after I had asked Jane out. I had mentioned her and our relationship in passing a few times through the semester, and I knew he found her attractive, but he had never gone after any of his friends' girls even in high school, so I didn't think anything of it. Well, I ended up telling him of her plans and how I was just going to wait until after classes were over, which garnered a slap on the back. "Don't worry about it, bud," he said, "she'll be back in your bed in no time." Looking back, I should have known there was something behind that smile.
So Saturday I went over to a classmate's apartment to study with him and a couple other Computer Science guys, and between the four of us, we were able to make much quicker work of it than I'd imagined. We finished every bit of the material for each of the three classes we shared, and as such Mark, the host of our study group, suggested we go out and get a couple of drinks to celebrate. I drove, promising not to drink much so that I'd be able to drive back, and we all planned to just crash back there till the morning.