
Played by Matt Dillon in ‘There’s Something About Mary’ (1998)
Why so creepy? Let’s count the ways. Private detective Healy, antihero of the Farrelly Brothers’ hit comedy, is a manipulative, lying scumbag who’ll cheat, deceive and exploit anyone in his path (including innocent dogs, the elderly and the disabled) to get where he wants: namely, into Cameron Diaz’s pants.
Most despicable act: Using Mary’s mentally-challenged brother as a hapless shill.
Most despicable line: ‘We agreed I wouldn’t fuck you and you wouldn't fuck me until we got this fuck out of the fuckin’ picture.’
Possibility of redemption: Not out of the question, but we’d never be sure it wasn’t just another slimeball ruse.
Read our review of 'Filth'
Discover Time Out original video