Unlikely Celebrity Couples

Hugh Hefner and Crystal Harris

Two years and one broken engagement later, Playboy founder Hefner and his 60 years younger girlfriend made it official in a New Year's Eve wedding ceremony at the Playboy mansion in 2012. "When the wedding didn't work out the first time, it was because of me. I needed to explore out there and take the time away [from Hef and the Mansion]," Harris told Us. "The time away really helped make me realize that where I'm meant to be is here with Hef."

 

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