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Usher has been married and divorced multiple times over the course of his career.

He might not look it, but Usher has been a famous entertainer for decades.

In between sensational hits, he’s dated models, music producers, fellow singers, and more. Things have gotten a little complex at times. He is even a father of four .

Here’s Usher’s relationship history — and where things stand today.

Usher and Chilli Thomas dated from 2001 to 2004

In 2001, Usher began dating Rozanda “Chilli” Thomas, a member of legendary girl group TLC.

(If you are unfamiliar, “Don’t Go Chasing Waterfalls” is perhaps one of their most memorable and oft-referenced hits)

Though they never married, this very serious relationship would span for three years.

Did Usher cheat on Chill

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