8. Stuart Klaminksy Good Luck Chuck
Who Is He?: The best friend of main character Charlie Logan, a dentist who is cursed so that whoever he has sex with will find true love shortly after, causing hordes of women to throw themselves at him.
Why Is He So Horrible?: Hes chauvinistic, misogynistic, and a bigger pervert than the Baby Eating Bishop Of Bath And Wells. Lets start there. He becomes a plastic surgeon just so he can constantly look at womens breasts and casually mentions that he masturbates to one patients mammograms (which surely must count as some form of malpractice), is seen microwaving a grapefruit to have sex with it, and frequently mocks Charlie for wanting to establish a long-lasting relationship instead of wanting to bang anything that moves. And finally, the coup de grace, he puts a plaque with Charlie's name on it on the door to his plastic surgery clinic and poses as Charlie in order to trick women into thinking that it's Charlie's dental surgery so that hes guaranteed to sleep with one of the women going after Charlie, which is basically an attempt at rape by deception.
What Happens To Him?: He marries a woman with three breasts, something that, for this pervert, is basically winning the lottery of life.