1.) Lex Luthor
My favorite villain of all time. The scope of Luthor's evil is due to his insanity. Unlike other villains, he's not insane. He knew exactly what he was doing when he: Killed his father to acquire money to start up his company; Killed his wife to have the sole affection of his daughter; Sent the genetically created woman he loved on a suicide mission. Lex is smart, and while physically inferior to the superhumans around him still manages to not only compete against the strongest (Superman) but also manipulates and runs gangs of supervillains that include the Joker (every DC crossover ever). His mastery of the world around him, the sanity he keeps his insanity wrapped in, has given him the presidency as well as ownership of the world's most profitable corporation. Of all my villains, he may have the most to show for his efforts.
2.) Johan Liebert
It's a rare day someone takes a child to see a prostitute be raped and killed, simply for the sake of corrupting innocence. He also killed the parents who raised him. He is a master manipulator who as a young boy orchestrates the death of 50 people and continues to manipulate people into heinous acts of violence.
3.) The Joker
Let's see. He killed Gordon's wife AND he paralyzed his daughter, not to mention killed the second Robin (don't give me that return of Robin crap, he was gone for two decades). Oh wait, and he made a bank manager masturbate to a picture of his own daughter before killing him. Joker demonstrates no remorse; in fact there's no sure guarantee he understands the concept, or whether he even fully understands the implications of his heinous actions.
4.) Kefka
The greatest Final Fantasy villain of all time. Unhindered by mommy issues, and unhinged by magic/science hybrid experiments, Kefka betrayed the ruler of an empire at the apex of the man's conquest. He rearranged the face of the world, tore cities apart, committed mass genocide of a species, poisoned the water source of an entire city. And he did it all while laughing. He's essentially the Joker of the video game world.
5.) Darth Vader
First of all, the prequels and EA don't count. The only Star Wars that matters is the original trilogy, not the bastard, shambling creation we've been left with since every writer in the world was allowed to touch the material. In the original trilogy, Vader was an unstoppable force of darkness, a killing machine feared throughout the Galaxy. Disappointing him meant execution, regardless of military rank. He walked boldly and confidently through battle fields, was a fearless pilot and warrior, and never showed remorse for his actions. Only his flesh and blood son was able to turn him to good.
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"Hah! It's like we don't even have feelings. Now pardon me while I recline in my huge executive chair and guffaw, cigar in-hand. "
"ill just go with what Winslow always when something that funny about a location in monkey island is said"
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