02. Steff McKee in Pretty in Pink
I imagine that by the time Steff McKee left high school and graduated with a masters degree from a respected college in the northeast, that he would put all of his smarts and charm into a career as a very successful serial killer. Not one of those freaky eat their victims types but the egomaniacal kind who taunts the FBI with overly complex and audacious murders. The guy just screamed “Evil sociopath!” in Pretty in Pink. That being said he was also my favorite character in the entire movie (yep even more than Duckie) and I was rooting for him to completely destroy Blaine and Andie’s cloyingly bland relationship.