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12 Famous Hugh Hefner Hookups Ever

Sunday, Aug 23, 2020, 11:24 am


Hugh Hefner may be a 90-year-old man, but he's more sexually active than manyRead More (+)

#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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