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In , Hefner would marry for the second time. They were accompanied by Conrad's mother who was sitting in the backseat of the vehicle. This is believed to be the last picture of Hefner which is in circulation. Hefner wasn't finished dating young women who weren't old enough to legally drink. I was fortunate to know him as a neighbor and friend and I extend my deepest sympathies to his family. Though they separated, they never legally divorced.

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Raven. Age: 30.
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Hefner married third wife Crystal in a romantic ceremony on New Year's Eve.

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Alma. Age: 31.
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Career Dazed

Cooper, Hefner and Conrad's elder son, said that he and brother Marston grew up with a framed photo of his mom's nude centerfold in the home. He married Conrad the same year she became Playmate of the Year. I was like "Oh my gosh Hef" and then we started talking,' she explained. Cooper now runs the business; his brother Marston, once the heir apparent, has had a low profile since a alleged domestic violence incident.

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