Britney Spears' Love Life

Howie Day (2007)

Britney Spears entered rehab in February 2007, and -- in true Britney fashion -- she didn't stay single for long. The pop songstress reportedly began dating singer/songwriter Howie Day shortly after the pair met at the Promises rehab center in Malibu, Calif. but a concerned Lynne Spears reportedly tried to end the relationship after learning that Day had previously been arrested.

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