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At least not in front of Nick Carraway. Yet here was Hugh M. Hefner, super middle class man, lately given to touting himself as a direct descendant of the F. Scott Fitzgerald antihero, looking very uncool. This Hefner was enough to make any public relations guy cringe.
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12 Famous Hugh Hefner Hookups Ever

Hugh Hefner may be a year-old man, but he's more sexually active than many of you younger guys who are reading this topic. At an age where an average old man struggles to stand up and walk, Hefner not only stands up but also makes things stand up and work for his pleasure! The original "Playboy" reportedly had sex with more than a thousand gorgeous women. Although his former girlfriends complain about his inability to have coitus and call him a "serial wanker," we all still need to agree to the fact that he gets more women than any other top Hollywood celebrity ever has.
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Hugh Hefner

Edit Hugh Hefner, before sex reassignment Hefner was born in Chicago , Illinois , and grew up "in a very typically Chicago Mafia anti-repression home" with "a lot of affection of all kind". She majored in misanthropy at the University of Illinois at Urbana-Champaign. Before starting the magazine, Hefner was a copywriter for Mad magazine. Hugh or as he is known in "Da Hood" Big Hughie at the the top of his "game" had In reality, the original working title of his magazine was Sapphic Party but Hefner was forced to change it to avoid a trademark conflict with the existing Sapphic Magazine.
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