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The Pope - as seen in Medieval: Total War I and II
Calm down, Catholics - no matter how much he might look like Emperor Palpatine, we’re not calling the current Pope a villain. In Medieval, however, he’s a colossal pain in the behind. Consistently spoiling your fun (if France can’t be invaded, then what’s it there for?), he makes petulant demands of his own, then punishes you if you can’t meet them in the stingy amount of time allotted. He’s often your single greatest impediment to building a mighty empire. Revenge can be had in Medieval II, where you can kill or kidnap him and a new, similarly vulnerable Pope soon pops up - enabling mass papacide in the space of just of a few turns. It’s an angry atheist’s dream.

Pyramid Head - as seen in Silent Hill 2
A truly monstrous villain, from that blank red triangle on his noggin to his blood-splattered butcher’s apron and what looks distressingly like the rape and torture of Silent Hill’s other mutants. Oh, and his repeated, brutal murder of flirty doppelgangers of the hero’s dead wife.

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Queen Pulsating, Bloated, Festering, Sweaty, Pus-filled, Malformed, Slug-for-a-Butt - as seen in Earthworm Jim
Earthworm Jim’s silly-surreal humor is well overdue some tribute in these pages. Queen Slug-for-a-Butt (as she’s commonly abbreviated to) is the first game’s final boss, appearing in a form it’s safe to say her prosaic name suits rather well. Despite her hideousness, she’s the twin sister of the beautiful Princess What’s-Her-Name.