76. Amon Goeth - Schindler's List
Played By: Ralph Fiennes Amon Goeth is a sophisticated psychopath and a stark reminder of the inhumane coldness of Nazism. Even at his impending death he shows no remorse for the millions that have died at his hand, remaining loyal to his Fuhrer and cause to the bitter end and it's a chilling feeling knowing he regrets nothing. Ralph Fiennes is the best thing in the incredibly flawed movie that completely misses the point, but Fiennes creates a great movie villain out of a terrifying real life monster.
75. Angel Eyes - The Good, The Bad And The Ugly
Played By: Lee Van Cleef Angel Eyes is as big, bad and evil as it gets. He's a sociopathic killer who will destroy anyone and anything that poses a threat or gets in his way. None of the three title characters in Sergio Leone's masterful western are exactly moral citizens but the real evil is with Angel Eyes. He sneers and domineers like a dictator and is Sergio Leone's most repulsive creation. He will murder innocent people on a whim and is just a classic villain. He's so bad he even has his own theme tune.
74. Rupert Pupkin - The King Of Comedy
Played By: Robert De Niro Robert De Niro's darkly comical turn in The King of Comedy is one of his best and most underrated as he plays an obsessed comedian who resorts to kidnap and extortion to get what he wants. Nobody can create sympathy in a psychopath quite like De Niro and his revolutionary turn remains scarily relevant today. Pupkin could quite easily be the cousin of Travis Bickle as their personalities bare an unsettling resemblance, Pupkin is perhaps what Travis would be if he was slightly higher up the social ladder and had a taste for stand-up comedy. Pupkin is frightening but it's impossible to say just why, there is an unsettling aura about him whenever he's on screen but there's more to him than that. To this day, Martin Scorsese maintains it is Robert De Niro's best performance.