One important night for me as a teenager began when I met up with a group of my friends from school at an Applebee's. We had all turned eighteen, and were out after curfew. There was Bobby, Mike, Curtis, Paul, and Paul's older sister Angeline. Paul was a half asian, half Filipino friend, and Angeline was sort of dating Bobby. Bobby considered himself the leader of the group; he was the most aggressive, and really wanted to be cool. I think everyone recognized that he was trying a little too hard, and that he tended to lie enough that you couldn't believe anything he said. He was the type to say, "Oh year, I got accepted to Harvard Medical School, but I told them 'no,' because I wanted to focus on my research." Like, OK, but maybe the truth to that story was that he had met an admissions person from Harvard who told him he should apply. My brother Eric was like that, too.
Bobby's mother had lost an arm to cancer as a young woman; he told me that he had once found her prosthetic arm in the attic, and used it to beat a kid bloody. He was at the top of the class in everything, and became a swimmer and got pretty strong. When I had been a freshman, I got beat up in gym class; a bigger guy, Tom, was trying to drag me into a trash can. I grabbed his pinky finger and twisted it back, and he got mad and hit me a couple times. Bobby had seen me, and probably recognized how upset I looked, and asked if I was OK. I still appreciate that.
Angeline sat next to me, and she felt my leg while we were talking. I did my Ralph Wiggum voice, "me fail English? That's un-possible!" She laughed and told me how cute I was. Had I ever had a girl touch me before? Not like that. I mentioned in an earlier post how one of my brother's friends girlfriends would climb on top of me while insulting me when I would go down to drink with them, but that was really unromantic; if it was sexy, it was in a really different way.
Angeline was so gorgeous to me. She smiled and laughed, she wore her hair to the chin, and she went to Vassar. She was twenty one, which seemed so adult compared to my eighteen years. I was so wrapped up in her, and I lost track of all time. Was she on Bobby's shoulder when we were talking then? My watch betrayed me. It had stopped, but the second hand continued to tick on the same second, making it look like it was still working, even though it wasn't. I got home, and my dad was furious. I was grounded for the first and only time in my life, despite being eighteen. Completely unfair.
Over the course of that summer and fall, I ran into Angeline with Bobby a few times, and got together with them. They came over to my Dad's house, and she licked chocolate sauce off my chest. Later, I came downstairs where she and Bobby were watching TV, and her fly was unzipped.
My Dad's car was a Volvo S-80, which was a nice car at the time. When my Dad had remarried Carmen, we moved to a large house in a wealthier suburb of Pittsburgh. Carmen had been widowed in her forties, and was wealthy from her first husband's estate. She also managed a downtown realty office, and had investment income from rental properties and a parking lot.
I mention this because I recognize that Bobby was hanging out with me and brought Angeline around due to my perceived status as a rich kid. My Dad's psychology practice, while successful, wasn't enough to provide for those appearances, until after he got married. Bobby's family had a nice, older, smaller home in a suburb closer to the city. His house was more like a college professor's.
In the Fall, I talked to Angeline on the phone a couple times. She sent me a package and a couple of letters from Vassar. There were some bumper stickers, and a few trinkets. I think we exchanged a few emails, as well.
A group of us went out to see a movie at the art house cinema in town. Bobby told me that if I would let him drive my Dad's car, he would let me have sex with Angeline. I said, "sure," and he did.
What did I think was happening? Here's the thing. Everyone had just seen American Pie the previous summer. We were 95% virgins. We all wanted to have sex, and were pretty sure that our virgin status made us part of some 5% loser crowd. I should mention also that I went to an all guys Catholic college prep school in Pittsburgh, so any girls I knew my age were through friends or extracurriculars. Like in the movie, we were totally OK with some casual encounter, which could serve as foundation for a later relationship.
So I made a few assumptions, which were formulated by my ... 1., I thought that Angeline really liked me. 2., I thought that if she was making all these flirty and sexy gestures to me, that she was interested in having sex with me, and that we could do that while she was still dating Bobby, and Bobby and I could still be friends. 3., I thought that Bobby and I were pretty similar. 4., I thought that maybe if she and Bobby were done, she and I could be together. They didn't seem that warm and affectionate with one another, despite all the sex stuff.
Around Thanksgiving, Angeline was home on Thanksgiving break. My mom's house was across the railroad tracks from a movie theater. Bobby, Angeline, and I went to see Dogma. She sat between us, and Bobby was kissing her, and she put her legs on my lap, and I felt her leg. Afterward, we went back to my mom's house; my mom was working, and my brothers were with my dad.
We went down to the basement, and played some game that was meant to be like strip poker, but it didn't go like that. We were fooling around with each other. She asked me and Bobby to kiss, but we shook our heads, "no." I definitely wasn't interested in Bobby. I left them alone for a little while, and went to the bathroom and masturbated, so I wouldn't come so fast. Then I put a condom on.