Played By: Malcolm McDowell
Movie: A Clockwork Orange (1971)

For all the ugly and unethical torment poor Alex endures, never forget that in the first 10 minutes of Stanley Kubrick's A Clockwork Orange he rapes a woman while gleefully reciting the lyrics to "Singin' in the Rain."

Yes, Alex becomes the means through which viewers are made to understand free will in the face of government control, but he's still a monster. Malcolm McDowell imbues him with terrible charisma and, let's be honest, cool, but he's still an amoral beast who'd kick your teeth in without a second thought. —RS