Crush on You — Lil' Kim

Before every rap superstar had a closet full of unforgettable looks, Lil' Kim was already making fashion and attitude part of the whole experience. “Crush on You” is playful, smooth, and dripping with 90s confidence. It's the kind of track that makes an old-school fan smile before the chorus even starts. Put it against Eve's “Let Me Blow Ya Mind,” and you've got a battle of effortless cool. Put it against Doja Cat's “Paint the Town Red,” and suddenly two generations of colorful rap personalities are going head-to-head. This isn't necessarily the loudest record in the league. But does it have the swagger to outlast the bigger hits?