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matt kaplan

Whitney Port is Dating Ashley Olsen’s Ex

Whitney Port is Dating Ashley Olsen's Ex

According to Page Six, The Hills star, Whitney Port, is dating Matt Kaplan, the once long-term boyfriend of Ashley Olsen. Ashley dated Matt from 2002 to 2004.

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The best part of all this? On Thursday night, Whitney and Matt were spotted out with another Olsen ex, Mary-Kate’s old boyfriend David Katzenburg and his current girl, Nicky Hilton.

I like that Matt and David are still friends. And I like Whitney–she’s my favorite… More »