7. Ferris Bueller (Ferris Bueller's Day Off)
At first glance, Ferris seems awesome: he's confident, cool, persuasive, and adventurous. However, if you watch the movie from Cameron's perspective... you realize he's sort of a douche. In the course of one day, Ferris drags him out of bed, gets Cameron's dad's car stolen, and then destroys aforementioned vehicle. And all in the pursuit of getting out of school? Not only does he destroy a priceless car, but he also doesn't seem to mind that people have created a charity to fund his re-cooperation from a fake illness. He's also just too popular. No one would want to be in the shadow of this guy - it drives Cameron to pretend to be in a catatonic state for what must be over two hours. Ferris just isn't the kind of guy you want to get close with.