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An entertainment pundit since birth, Sarah Preston is Chicago's resident go-to girl-about-town, thanks to her monthly column in the magazine, Nightspotting, and her going-out blog, Last Girl Standing. But this 30-something party-hopper has a day job, too: She's a staff editor and features writer at playboy.com, where she covers everything from celebrities' sex lives to the hottest places to party. And now she has a new title: bride-to-be. She might even offer some unsolicited relationship advice from time to time, because if this perpetually single girl can land a good man, anyone can.