Well, it wasn't pretty. Actually, my best friend had already been having sex with her boyfriend and i was so curious what the hype was all about. I started dating Mindy's (my friend) boyfriend's best friend. He was a total rebal. In and out of trouble, very mysterious. The bad boy thing really made me hot. We had been dating for about two weeks when the deed went down (or up).We had done a lot of clothes burning prior to that fateful day. My friend and her boyfriend were at his house across the street. Jack (my first dick) and I went to his house. It was a hot summer day. I had gone there with every full intention of walking away satisfied. He put on a Metallica tape (ooo, how romantic). We started kissing and rubbing and falling into the bed. I'm not sure if I went numb or what, but the next few moments were kinda hazy. There was not a lot of foreplay, just a dick headed into uncharted territory. I remember a lot of pain. Man, was I tight. There was just a few strokes and then a mad rush of cum streaming over my belly. I stared at the ceiling in disbelief. Needless to say, i had to let Mindy know that I was not real thrilled about the whole deal. She assured me that it would get better the more I did it (I found out shortly after that she was right). Well, Jack (my first dick) thought I had done it before, some crazy idea Mindy had given him. So, I guess he was pretty shocked to discover his bed sheets covered in blood. He popped my cherry, what did he expect? He never called me again, and I was told that he stripped his bed and discarded the bloody sheets in an alley dumpster so his mother wouldn't discover them. About five years later, my husband and I were in a bar in St. Louis and I ran in to Jack. I recognized him immediately and tried to avoid him. He approached me after staring for some time. He said, "I know you." I said, "Yeah. You were my first." He blushed and said, "That's why you bled." I said, "Of course, you jack ass," and I walked away. My husband didn't hear the conversation and I never pointed Jack out to him. All I can say is, thank God it got better. You know, I had to marry the first man who could make me cum. He's a keeper.