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Hugh Hefner and girlfriends Holly Madison, Bridget Marquardt and Kendra Wilkinson

FootballNFLBridget MarquardtKendra WilkinsonTelevision IndustryHugh Hefner
The show: "The Girls Next Door," a not-so-glamorous insiders peek into life at the Playboy Mansion, specifically for Hefner and his three girlfriends, Holly, Bridget and Kendra. Madison whined about wanting marriage, but mostly, all three were bored. The breakup: While the fifth season was... Elayne Lodge / Kenneth Johansson
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