Typecasting is death in Hollywood. If you keep doing the same kinds of roles over and over A) you’ll go insane and B) people will get sick of your shit. But the sad paradox of Hollywood is that once you’ve established yourself as one kind of actor, you’re basically stuck that way because that’s all people will send you scripts for, turning the whole thing into a spiral of bullshit. It’s extremely difficult to break out of, and it’s ended numerous careers. (Some for the better.) Some actors get fed up with it, and then you get the roles where those actors try to break out of their type (often unsuccessfully) and as time goes by they end up looking like movies from some creepy alternate dimension or something. But what’s also weird is going back through an actor’s early filmography and finding insane gems where they’re going totally against their later-established type. For some more famous examples, just look at Keanu Reeves in the Bill & Ted movies or Sean Penn in Fast Times at Ridgemont High. Neither of those guys would even put their cigarette out on those scripts now, and that’s what makes seeing them in those roles hilarious. So now, in a far from comprehensive list, we’re going to look at some of the weirdest roles that actors have done outside of their typical repertoire.