Hefner founded Playboy in 1953 at 27-years-old and ultimately turned the publication into a multi-million dollar entertainment empire, complete with clothes, TV shows and even a chain of Playboy Clubs.
Hef encapsulated the image of the ultimate bachelor lifestyle, and has been compared to the likes of Walt Disney, Jay Gatsby and Citizen Kane.
With Marilyn Monroe appearing on the first cover, Playboy popularized the term “centerfold” and helped spur the sexual revolution of the 1960s.
With a current estimated net worth of nearly $50 million ($200 million at Playboy’s peak), reports say that the mogul’s son Cooper Hefner, 26, is said to be the heir to the empire.
For a closer look at Hef’s playboy style, check out the gallery.
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