8. Ash (Army of Darkness) vs. Darkman
One is a wise-cracking hero played by Bruce Campbell with a chainsaw for an arm, and the other is a melty-faced scientist played by Liam Neeson. They're both two of the campiest characters ever to be seen on the silver screen. What Ash lacks in brains he makes up for with his scrappiness and one-liners. What Darkman lacks in curb appeal, he makes up for with his medical facilities, complete lack of pain receptors, and sheer bloody-mindedness. On the face of it, you might think that Darkman would have this one in the bag. He's smarter and a whole lot less easily hurt. But I think there's something about Ash's unconventional strategizing that would throw him off. Also, he might not be able to really put his heart into it because he's not hunting down the people who personally burnt his face off.
Who Would Win: Ash. His chainsaw will come in handy when fighting against Darkman. Doesn't feel pain? Son of a bitch won't have to. Decapitation, roll credits.