4. Heath Ledger & Matt Damon - The Brothers Grimm
The culprit? The truly legendary Terry Gilliam. Yes, you can't deny that Gilliam is among one of the greats, but because this movie just went down faster than the Hindenburg, both Matthew "Jason Bourne" Damon and the Late, Great Heath "Why So Serious?" Ledger (all hail!) get to share this spot. Predating the abhorrent
Hansel & Gretel: Witch Hunters (by the way, that film's ONLY saving grace is Gemma Arterton. Yowza.), it attempted to put a fresh, steampunk-modern twist on the tale of the brothers responsible for some of the world's best-known fairy stories. Unfortunately, this film just plain stunk, though I do like it as a guilty pleasure from time to time. Now we all know what Ledger went on to do, but Damon has definitely moved past his earlier, sometimes questionable choices, and carved out a niche for himself that keeps him coming back for more and more diverse roles. Nevertheless this film will always surprise people when they learn both who directed it and who starred in it. (Note of interest: Both
Brothers Grimm and
Hansel & Gretel feature the awesome Peter Stormare, who gets a pass in anything because, well, he's Peter Stormare.)