Jack Nicholson

So Jack’s won Oscars for roles in As Good as it Gets, Terms of Endearment and One Flew Over the Cuckoo’s Nest. None of those parts have really shown him in a scary, nasty light. Nevertheless, his pointy eyebrows and devilish grin make him one frightening Oscar winner. He’s no stranger to playing scaries either, just check out his work in The Shining, Batman, The Departed and The Witches of Eastwick for proof.