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From classic party jams, to a few songs whose popularity, in retrospect, may make you cringe, this was the ‘00s.

Ashanti – Foolish

Weeks at #1: 10

Year: 2002

Few R&B singers were as popular as Ashanti back in the early ‘00s, and “Foolish” was easily one of her biggest hits. For the song, Ashanti was armed with the same DeBarge sample used for the remix of Biggie’s “One More Chance,” and the video starred Terrence Howard, who gained valuable music industry acting experience he’d later use on the TV show Empire. Winning combinations all around!

Nelly w/ Kelly Rowland – Dilemma

Weeks at #1: 10

Year: 2002

Speaking of winning combinations, Nelly and Kelly Rowland proved to be a dynamic duo with their slowed down relationship jam “Dilemma.”

This single was a turning point for Nelly, who currently manages to stay hip-hop while making appearances on songs by big name country artists.

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