Jake Gyllenhaal

Flash Forward: George Clooney

Not only are Jake and George dark-haired hotties, but they're both amazing actors who can carry big-budget blockbusters and smaller indie flicks, too! Still, that's not enough to cement Jake's place as ol' Georgie's Hollywood successor. OK, how about this: they're both smarties who dropped out before graduating to pursue acting full-time. (Jake went to Columbia University, while George went to Northern Kentucky University and University of Cincinnati.) Plus, while they're both married to politics, neither Jake nor George can stay in a solid relationship. Yep, we totally see Jake taking over George's place as Hollywood's permanent bachelor.

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