The 10 Best Hip-Hop Songs of the Late 1990s

By The Awesome Cave Staff -

Radio hip-hop from 1997-2000 was unique because it didn’t need the profanity of today’s hip-hop to have edge. Here are TheAwesomeCave.com’s picks for the 10 best hip-hop, rap, and R&B songs from the late 90s.

10. Case of the Ex, Mya

Mya may have been sweet looking, but she sure had some sass. This song blended the best elements of pop and hip-hop to create a powerful tune sure to inspire serious finger-waving from numerous women across the world.

9. Thong Song, Sisquo

If you frequently read TheAwesomeCave.com, you’ll know that we’re a big fan of Sisquo because of his super-masculine jam “Unleash The Dragon”. Thong Song, however, may be his best tune. Who doesn’t like hearing music about female undergarments?