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After sufficiently mourning the split between Justin Long and Drew Barrymore by giving our iBook a tearful embrace, we found ourselves facing a familiar Drew-inspired dilemma: figuring out who the serial dater extraordinaire will add to her illustrious list of ex-boyfriends next. Even before sort of settling down with the Strokes’ token hottie Fabrizio Moretti, Barrymore winked and giggled her way into the hearts of a wildly eccentric group of actors, musicians, comedians, sex tape vendors, drug addicts, directors and Firecrotch ranters. She’s aimed high (Leo), low (Feldman), and was an early member of the Lesbian Chic bandwagon. After the jump, we take a look at all her past paramours in order to narrow down our own suggested candidates for the next round.

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Instead of Corey Feldman, try Corey Haim: At the time of Drew’s fling with Feldman, picking between the two Coreys was a matter of Eeny Meeny Miney Mo, Catch A Cokehead By The Toe. Judging by their subsequent trajectories, Drew may have made the wiser choice. But it’s the other Corey, sent to the bottom of his pill bag by Defamer commenters, who currently needs all the help Drew’s strawberry-scented guffaws can bring.

Instead of Luke Wilson, try Owen Wilson: Maybe back in the late 90s Luke seemed like the more intriguing Wilson. His nose wasn’t quite as broken as his brother’s, Owen hadn’t bewitched us all with his Hans in Zoolander, and Luke had yet to permanently banish himself from crush lists by actually sharing screen time with Jessica Simpson. But if Drew goes back to the Wilson well, Owen is clearly the front-runner these days.


Instead of Tom Green, try Dane Cook: Because the barren landscape of horrendously unfunny comedians has a new mascot, and Drew’s fondness of sticking her tongue down her boyfriend’s throat might be the only way to shut this one up.

Instead of Justin Long, try PC Guy: Because John Hodgman is a treasure and deserves some action. Bonus points for Drew if she agrees to film a cameo in the next Apple commercial, makes Justin cry, short-circuit whatever totally awesome new Mac he’s holding, and permanently erase that smirk from his face.


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[Photo credits: Wireimage, Getty]