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Kimberly Conrad

Kimberly Conrad - After finally getting a divorce from his second wife, Kimberly Conrad, who has been living separately from him since 1998, Hugh Hefner popped the question to Crystal Harris, who replaced Holly Madison as his "Number One" girlfriend in 2008.

After watching "The King's Speech" at the Playboy mansion on Christmas Eve, Hefner proposed. "After the movie tonight, Crystal and I exchanged gifts. I gave Crystal a ring. A truly memorable Christmas Eve. When I gave Crystal the ring, she burst into tears. This is the happiest Christmas weekend in memory," he wrote on his Twitter account.

Kimberly Conrad

To clear up any confusion, he added, "Yes, the ring I gave Crystal is an engagement ring. I didn't mean to make a mystery out of it. A very merry Christmas to all."

Harris, 24, was the December 2009 Playmate of the Month. She grew up in San Diego, and while attending San Diego State University she became Playboy's Co-Ed of the Week for the week of Oct. 30, 2008.

She began dating Hefner and starring in "The Girls Next Door" in January 2009, along with identical twins Karissa and Kristina Shannon. When the twins left the mansion in January 2010, Harris stuck around as Hefner's one and only.

Kimberly Conrad
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