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Hefner has died of natural causes, the Hefner estate reported on Wednesday night. Both lauded and criticized over the span of his revolutionary career, the trailblazing media icon wed three times and fathered four children — the most prominent of which, currently, is year-old son Cooper, the chief creative officer of Playboy Enterprises. The late publisher, who was born inwas years-old in the portrait. Magazine publisher and s sexual revolution icon Hugh M. Despite whatever her time in the Playboy mansion cost her emotionally, Holly is now making millions of dollars a year, headlined her show on the Vegas strip and has a career she loves, and is happily married with a daughter and a dream house of her own. Hugh Hefnerpublishing legend and iconic founder of Playboy magazine, has passed away at the age of You may unsubscribe at any time.

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The cover makes the late publisher the 11th man to ever be on the cover of the magazine and the first man ever to be on the cover without a female model present.

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Family, friends and fans are mourning the loss of Hugh Hefnerthe Playboy founder who died peacefully at his home at the age of 91 on Wednesday. We're told the employees -- many of whom were featured. Even when they were at a club they were expected to sit with Hef or dance immediately in front of his table. They were never free to do what they wanted. On one occasion Holly witnessed two girls coming in 30 minutes late. The two had wed at the Playboy Mansion in and are parents to son Hank Jr. From head over heels to their now-infamous feud, Et's breaking down what led to their strained relationship, and how it affected Madison 's friendship with one of her The Girls Next Door co-stars.

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