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Fast-forward to today, and Hilary is a happy mom to Luca and Lindsay and Aaron … Besides Justin Timberlake, Britney Spears seems to favor "regular" dudes over fellow celebrities (KFed was her backup dancer, while ex-fiancé Jason Trawick is a talent manager, and her ex-boyfriend Charlie Ebersol is a TV producer) — I'm guessing they are less high-maintenance.

After meeting at Drew Barrymore's 2002 birthday party, they spent the next four years shuttling between L. and their shared hometown of Vancouver, until calling it quits in 2006. Shue briefly in college (they both attended the prestigious Tisch School of the Arts). In other Britney news: It's the early aughts, and everyone is Meanwhile, back when the now-Mr.Tatum-Dewan (you know, if he'd hyphenated his name like his wife does now) was just a rom-com/guilty pleasure dance movie hunk, he and teen star Amanda Bynes reportedly dated while filming .Some couples just fit — Bey and Jay, Heidi and Spencer. But more often than not, celebrity relationships are more flash-in-the-pan than built-to-last.Even by those low standards, there are some Hollywood pairings so brief or unexpected that you really could have blinked and missed them; if it weren't for the tabloids, you wouldn't even necessarily believe they were for real.

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