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12 Famous Hugh Hefner Hookups Ever

Monday, Sep 21, 2020, 11:24 am


Hugh Hefner may be a 90-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. We take this opportunity to present you with the details of 12 famous Hugh Hefner hookups. He's like a great-great-grandfather to some of the girls when in regards to age! Some of the hottest pornstars were once his playmate.

#3 Hugh Hefner And Holly Madison


Former Hooter's employee Holly Madison is probably one of the only women in this world who loved Hugh Hefner for him and not his money. She was one of Hefner's three girlfriends during the E! show, "The Girls Next Door." Madison was adamant about marrying Hef, but at the time he said he wasn't interested in marriage. Madison finally came to her senses and broke off the relationship in 2008.


Hugh Hefner And Holly Madison-12 Famous Hugh Hefner Hookups Ever
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