Glenn Medeiros feat. Bobby Brown : SHE AIN'T WORTH IT

Even though it was the number one song in America for two weeks, there’s a good chance you’ve never heard SHE AIN'T WORTH IT. It’s been mostly forgotten, and there are no prominent covers, remixes, or soundtrack appearances to speak of. But, SHE AIN'T WORTH IT has minor-landmark status in the history of #1 hits.

It’s the first chart-topper that made use of a featured guest rapper (Bobby Brown, formerly of New Edition) — someone who could come in, knock out a few bars on the song’s bridge, and give it some extra pop. That wasn’t really a thing before SHE AIN'T WORTH IT.

You could argue that Paula Abdul’s OPPOSITES ATTRACT which reached #1 five months earlier, really deserves that distinction. But MC Skat Kat doesn’t have a featured-guest credit on the song. On top of that, MC Skat Kat wasn’t a real person — or, for that matter, a person at all. He was a fictional character, invented entirely so that Paula Abdul could dance with a cartoon character in the video. Bobby Brown on SHE AIN'T WORTH IT is another story.