Back in the summer before I would turn eight, my Mom and I were driving down to our rental house at the Jersey Shore along with my cousin Deirdre, the youngest of my five older cousins and closest I had to an older sister and Bobby Baile, the son of my Mom’s softball coaching partner Loretta and the closest I had to an older brother. Both Deirdre and Bobby were eleven, old enough to always treat each other with equal suspicion. On no issue was this more true than when it came down to whose cassette we should listen to on the way down to the Shore. Up until then, my relationship with pop music had consisted of how uneasy I felt when I first saw the cover of my older cousins’ Van Halen tape with a baby smoking a cigarette on the cover and the invigoration I received whenever I wore my sleeveless “Beat It!” t-shirt out. So I was basically a blank canvas for Deirdre and Bobby as they attempted to court me for the swing vote on what we would listen to (I guess my Mom thought it a lost cause to try and lure me into a Lite 106.7 coup).
Deirdre and Bobby’s musical camps essentially came down to a battle of two bands: Guns ‘n Roses versus Def Leppard. Both presented strong cases when it came to cutting the other’s beloved hair metal band down to size. Bobby: How can you like a band whose drummer doesn’t even have both arms? Deirdre: There’s a reason people call them “Buns and Poseurs.” I was torn. Both bands sounded like they warranted equal merit when it came to my budding identity. All that would change when Deirdre pulled the ultimate strike in pop music warfare: she made me a mixtape.
I remember two things about the track list of that sixty-minute, pink Memorex, high-speed dubbing cassette that Deirdre gave me: the first song was Bobby Brown’s “My Prerogative” and the fourth was Def Leppard’s “Pour Some Sugar on Me.” In the years to follow, I’ve often seen the song order of a mixtape to follow the same logic that goes into making the lineup of a baseball team. “My Prerogative” set the pace of everything to follow by hitting the ground running like a speed demon. “Pour Some Sugar on Me” was a heavy hitter who was ready to clear the bases. The next time I saw Bobby Baile, I adopted a stance that is one of the few that I have firmly held onto in the twenty years since: “Guns ‘n Roses sucks.”
Deirdre’s mixtape laid a firm foundation for me to start navigating the radio on my own. Pop music can seem like an intimidating foreign language and that taste of Bobby Brown and Def Lep were like getting down some basic verb conjugations in order to venture into town all by myself. And town for me was Z100, New York’s biggest Top 40 station. Friday nights over at my Grandma’s, which ‘til that point had consisted pretty strictly of the two of us watching the entire TGIF lineup on ABC now meant me hanging out in her bedroom alone with her old tabletop record player (whose only use over the ten years prior had been as a penny receptacle when I broke its tape player as a toddler). Somewhere around 1989 I slowly inched its FM dial to Z100’s 100.3 and it never left there for the rest of the time she lived in that apartment.
It might seem like a nine-year-old would get antsy just sitting around on his Grandma’s double bed and singing along to today’s best music. But luckily, I had been let in on a little well-kept secret by my buddy Erik Winniarski: Z100 had a toll-free phone number that you could call and request whatever song you wanted to hear. Ninety-seven percent of the time, the line was busy. So I would hang up my Grandma’s cream-colored rotary phone and just wind up the eleven digits again…andagainandagainandagain. My nine-year-old fingers would be sore from night’s end from dialing and getting so many busy signals. When I finally did get through, I would just light up when I heard the sound of the ring on the other end. It would usually continue for the next four minutes or so before someone finally picked up. Once they did, there was usually only one band whose songs I requested: Milli Vanilli.
In the post mixtape era, my Mom had started buying me full albums on cassette. She would get them from a table on the streets of Manhattan near where she worked because “these guys on the street sell them for cheaper than they do in any of the stores.” Often I was confused as to why the songs that were listed on Side A actually played on Side B or the cover photograph had a faded quality, but it was no real bother. I quickly discovered that most full albums had the two songs you knew from the radio that absolutely ruled and then about ten others that I could never remember the words to and really could just take or leave no matter how many times I listened to them. The one exception to this was Milli Vanilli. When my Mom bought me their album, I had only known the one (explosive) title track of theirs that was played on Z100, “Girl You Know It’s True.” There may actually be video that exists of me on the dance floor of my cousin Crystal’s wedding in 1989 wagging my finger at my nineteen-year-old cousin Allison as I sang her the chorus of that song. But the amazing thing about the Milli Vanilli album was that these guys didn’t just stop there. There were about five other tracks on the album that I had never heard before and yet were equally mind blowing. And while “Blame It On the Rain” and “Baby Don’t Forget My Number” were some serious jams, I was most deeply under the spell of the album’s primary ballad, “Girl I’m Gonna Miss You.”
“Girl I’m Gonna Miss You” was the first tender slow jam that really took me to a place just a little deeper than all of the pop songs I had loved until that point. As Fab sang “It’s a tragedy for me to see the dream is over,” I would think about my crush on Monica Malone and how it seemed to be going nowhere, especially with no one in the fourth grade having made the leap into dating yet. And it would leave me a little sad, but also really comforted, that I wasn’t alone. It must have also served as a gateway drug into other ballads for me. I say this because I distinctly remember a Sunday morning car trip with my Mom where I had put on Casey Kasem’s “Casey’s Top 40.” That week “Girl I’m Gonna Miss You” held on to the top spot for its fourth week in a row. The number two song chasing it was Warrant’s “Heaven.” And I was amazed thinking, “How is it possible that the top two songs in the country right now are also my two favorite songs in the world?”
The following year my classmates would start dating. Once Kevin Brown and Adrienne Boranni made that inaugural leap, about four other couples quickly followed suit. I wanted in on the action. I still definitely harbored some feelings for Monica Malone. Fifth grade at St. Margaret’s was the first year I remember her as rebellious enough to be the only girl to not pull her knee socks up to her jumper. But Monica was not an option because she didn’t play sports and thus didn’t roll with the same girls who had started dating my friends. So instead I had Kev find out if Adrienne’s best friend, Shaelee Molina, would be interested in going out with me. She accepted. Our first date was six days later. I waited for Shaelee after she got out of JV basketball practice and she, I and Adrienne went to Riverdale Pizza. We each got a can of soda. The girls didn’t want pizza. I got along with most kids in our class pretty well so it was easy to hang out with Adrienne and Shaelee and talk about school of whatever. This dating thing seemed pretty easy.
The next day Kev told me that Shaelee wanted to break up because she realized that she didn’t like( ya know, “like-like”) me. I was devastated. That weekend was the annual St. Margaret’s Flea Market and a lot of the newly-formed couples were hanging out around the schoolyard. Shaelee and I were still pretty raw from the breakup and had trouble even making eye contact with one another. So instead I found myself on the front steps, sitting alongside Petey Donahugh. Petey had not started to couple up with any girls yet, likely cause they knew that he was a notorious mooner. He and I weren’t close at the time. He may have even kicked me in the balls in a recent skirmish during a basketball game in Kev’s backyard. But at that moment, he seemed to be able to tell that I was hurting pretty bad. And I don’t remember who started it, but at some point, Petey and I found ourselves on those steps singing in unison to the Number One song at the time, Roxette’s “It Must Have Been Love.” And suddenly my first heartbreak didn’t seem so bad.