39. Ryan Phillippe

Worst Performances: Igby Goes Down (2002), The I Inside (2003), Chaos (2006)

ZERO CHARISMA/WOODEN MALE MODEL

Early last year, amidst all of the pre-casting hoopla that surrounded the forthcoming Captain America: The First Avenger, Ryan Phillippe was rumored to be in the running to play Steve Rogers. Obviously, he, along with many other blonde-ish actors, lost out to Chris Evans, and thank your lucky stars for that. Answer this question: Have you, male reader, ever paid to see a movie solely based on the words "starring Ryan Phillippe"? Simply put, he's just too damn bland for us to overcome indifference.

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