Troy

For Troy, Brad Pitt was asked to play Achilles, the greatest warrior in history, a man whose feats of arms were so incredible that people said he must be a demi-god, half immortal, a man who could conquer any nation in the world with the strength of his sword.

Brad Pitt chose to costume himself for the role with a set of cheap blond highlights and a leather miniskirt, thus becoming the first man in dramatic history to play Achilles as a three-dollar whore. Good call, Brad.