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Eye For An Eye - Robert Doob is one of the most hatable characters in cinema history. Everything about him is so unbelievably disgusting that you shudder whenever he talks or creepily approaches someone. Kiefer Sutherland scared me shítless in that movie. Anti-hero Jack Bauer was nowhere to be found.
Gone Girl - You DESPISE this girl, with every single fiber of your body. Amy is evil in a way that I could barely comprehend. Nick wasn't quite an angel himself, but nothing is comparable to the cruel coldhearted nature to Amy.
Downrange - The killer is never seen until the very end, but that doesn't make he/she any less terrifying. Just imagine someone suddenly shooting at you and your friends, and you have nowhere to hide except behind the car. You want this guy DEAD. GONE. To stop killing these poor people! One of my favorite examples of the one-location thriller genre. I didn't like the ending though. The rest of it is great.
Battle Royale - President Snow was made famous by Donald Sutherland's iconic portrayal, but in terms of who's the most evil, Kitano beats him by miles. Sure we see him talking all soft and eating ice cream near the end, but every time before that, he has no semblance of humanity or sympathy for any of his students. Even the most corrupted and evil out of the contestants are still victims of a game forcing people to resort to violence. Kitsano is so intent on making sure the end result of the game is the desired one he sends out a robot to kill more students! He's as sinister as they come.
The Friday The 13th franchise - Basically any kind of non-speaking slasher villain could make it on here, but I'm going with Jason Vorhees. Why? Most slasher killers think an axe in the back is enough. Not Jason! He's having the time of his life, coming up with murders so ridiculous yet horrifying at the same time. A non-speaking killer with a sense of humor (sometimes striking with an object related to a sentence just uttered by a character), Jason couldn't love killing people more. Sure he went through a trauma, but my sympathy doesn't go that far! Even if some of the characters he killed were dicks, and even in the lesser entries of the series, Jason still sticks out as a sadistic monster.
The Hunger Games franchise - Caesar Flickerman. I mentioned Snow before. He's evil for sure, but you can still tell he's a human being. But Caesar represents best what I hate about about a lot of reality shows: capitalizing on people's misery. Caesar doesn't look at any of the contestants as people, they are walking attractions to him. And because of his huge influence, people rarely ever dare stand up to him and call him out on his dehumanizing ways. Johanna Mason (God bless her) is the only one who's upfront about how there's never really an end to the games, that they can just go on and on until there's no one left. But after getting the lecture he so deserves, Caesar stays immune and doesn't change a muscle of his smile. Stanley Tucci is completely unrecognizable in his role, and plays him with a very dark sense of humor.
The Running Man - Damon Killian, another fantastic game host figure. Killian has ruined thousands of lives, not only in the game but also by egging the audience to hate them so much that they'll WANT them to be torn apart. He makes his fans hate other people that they don't even know. It's disturbing, perhaps even more so than in Hunger Games. And he's played by no one other than the real-life gameshow host Richard Dawkins! Dawkins is hilarious as often as he is despicable. As much as the book was changed, Dawkins is perfectly faithful to Killian from the source material, giving him the sinister but comical edge that's needed.