They Dated?! Surprising Celebrity Hookups

Drew Barrymore & Ed Westwick

Drew Barrymore was busted in a steamy liplock with Gossip Girl's resident bad boy Ed Westwick, aka Chuck Bass, at a Kings of Leon concert in 2008. But their May-December romance (she was 33 at the time, he was 21) turned out to be more of a fling than a long-term relationship. The two never went public, and Barrymore is now happily married to art consultant Will Kopelman.

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