It’s always such a fascinating thing to read. These comic book heroes are ideals writ large, super-powered, and super-moral. So, what makes them change sides? While some heroes like Wolverine or Damian Wayne are already riding the line between hero and villain, others have longer journey. What would make Superman willing to use his vast powers to kill? What twisted circumstances would turn Steve Rogers from America’s Ass to America’s Badass? Some of these trips are full 180-degree turns from the heroes we know. Others are slow and methodical changes, making that inevitable heel turn a logical, if horrible conclusion. Here are ten of the greatest stories of your favorite heroes breaking bad. Disclaimer: As happens FAR too often when we make lists about comic books, this list is woefully lacking in women creators. While some of the titles in this list have women as colorists or editors, only one has a woman penciller. No writers. Come on, DC, Marvel, and everybody else, do better. These are far from the only times we’ve seen heroes breaking bad. Who’s your favorite hero? I can almost guarantee you there’s a story out there where they tipped their toes into the pool of evil. Definitely don’t go swimming in the pool of evil right after you eat. Or ever, really.