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

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 airing in late 2008, Madison and Hefner split, Wilkinson announced she was engaged to NFL player Hank Baskett, and Marquardt told the press she was single. How the show hurt them: All three women decided they didn't need Hefner to be famous. Madison hooked up with Criss Angel, Wilkinson is getting her own eponymous reality show on E!, and Marquardt's doing a series for the Travel Channel.
Elayne Lodge / Kenneth Johansson
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