Top 9 Most Sinister Villains

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Pinhead – Hellraiser series
Although he was born Elliot Spencer, Pinhead was wiped of any recollection of his human life when he became a Cenobite, and then climbed the corporate ladder and landed the role of leader of the Cenobites, which is where we meet him in novels, film and comics. Pinhead is a right dodgy bloke at the best of times and a downright asshole at his worst. With a simple directive of harvesting and torturing souls at the behest of his god named Leviathan, Pinhead and the Cenobites (fantastic name for a band, by the way. If any of you are out there putting a musical project together and are struggling for a name, you’re welcome) torture and destroy souls. That’s it. They are driven by that one job and the more suffering they can evoke, the more they enjoy it. Sinister? Yeah, you could say that. Below is a walk down memory lane revisiting the origin of Pinhead.

Freddy Krueger – A Nightmare on Elm Street series
So, what else can be said about Freddy Krueger. Well, he’s a sonofabitch for sure. But does he fall into the ‘sinister’ category? Let’s see…in his life he was not just a serial killer, but a child serial killer. Okay, child serial killer, that’s definitely one for the ‘sinister’ side. He escaped on a technicality and was murdered by the neighborhood parents. Alright, victim of murder, that will certainly get him the sympathy vote. From there he lurked in the dreams of the children of the parents that killed him, systematically slicing and dicing them in revenge for his own death before moving on and killing dozens of people seemingly at random. Final decision…yep, not only was Krueger a spineless child killer in life, he hides in dreams and ambushes innocent young people after death. He’s as bad as they come.

Lee Woo-jin – Oldboy
Revenge is a funny thing. Some people need it, some people can live without. It can be fast and wicked or slow and torturous… or somewhere in between. At its source, Oldboy is a revenge film. Perhaps the ultimate revenge film, as the suffering delivered in Oldboy certainly trumps anything that we see in movies where the revenge is delivered in a more traditional way, with a swift stroke of violence. Lee Woo-jin’s masterfully plotted revenge on Oh Dae-su stretches out over years. It took a truly diabolical mind to create and exact such a substantial plan, but Lee Woo-jin was more than capable, both intellectually and financially. Obsessed with his revenge on Oh Dae-su, Lee Woo-jin became a monster and the confrontation between the two men in the climactic finale of Oldboy is incredibly powerful and shocking. Being sinister might be bad for the soul, but it makes for one helluva movie. BTW, it’s nearly impossible to find a clip of Lee Woo-jin that doesn’t spoil the surprise for those who haven’t seen Oldboy, so just check out some of his bad ass gymnastic moves below.


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