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He died of natural causes at the Playboy Mansion surrounded by family, according to Playboy Enterprises.
After the couple broke up, Cristal Camden moved into the Playboy Mansion and it soon became apparent to her fellow 'Playmates' that she was severely unwell.
Camden revealed that she was still suffering with bulimia and insisted on keeping it to herself and refused to address the problem.
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He reportedly planned to give $3 million to his ex Holly Madison, who appeared with Hefner on the E!
channel reality show Along with Harris, Hefner leaves behind four grown children.
Before they successfully managed to rekindle things, Harris went on The Howard Stern show to talk about the break up and admitted that she was "not turned on by Hef." However, she later publicly apologised for her comments and told that the two were hugely excited about their impending nuptials in the lead up to the big day.
The former Playmate of the month was Hefner's third wife and slowly moved away from modelling during their five-year-long marriage, to pursue a career in blogging.
At the time of his death, Hefner owned 35 percent of the Playboy brand and all of the actual magazine, the website reported.Tags: Adult Dating, affair dating, sex dating