Sienna Miller Gallery

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Diddy & Sienna Miller

Diddy and Sienna Miller kicked the romance rumor mill into overdrive when the party pals were spotted looking cozy at a number of events in 2007, including a lavish party in Ibiza when he reportedly escorted her back to her hotel room at 9 a.m. Nowadays, Diddy is rumored to be dating Cameron Diaz, while Miller is pregnant with her first child with boyfriend Tom Sturridge.

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