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10-Aug-2017 21:11

Conrad and Hugh Hefner were married from 1989–2010.He married Conrad the same year she became Playmate of the Year, and their son, Cooper, now runs Playboy.I saw him just before his death and that sparkle was gone.

'He will be greatly missed by many, including his wife Crystal, my sister Christie and my brothers David and Marston, and all of us at Playboy Enterprises.' It was also reported that Hefner's wife Crystal Harris will inherit nothing after signing an ironclad prenup before their wedding and was never added to his will.

Hefner's and Conrad's son, Cooper, often posts sweet photos of his grandmother, Conrad's mother, to social media showing they are close.

Conrad (pictured driving) and Hefner were together for nine years and had two children - 27-year-old Marston (pictured in the front passenger seat) and Cooper.

The only photos of Hefner known to have been taken anywhere in 2017 were three photos shared by him and his younger brother Marston on social media in July and August.

They showed the family playing backgammon together, and dining out.

Hefner's second wife, Kimberly Conrad, was also spotted leaving the mansion Thursday morning with their 27-year-old son, Marston Hefner.

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