Braids- MTG, gals pretty nuts.

Ramsay Bolton- ASOIAF. A villain so twisted he raped a girl, killed her, then told his mentally broken servant to rape her again. I think the guys one of the few as nuts as Mr J.

Zsasz, Two-Face, you know the Batman lineup.

The Reavers- Firefly and Serenity. You'd need a rather huge Asylum though.

Adam Susan- V for Vendetta (comic) yeah he's pitiable, but this very human fascist fell in love with a computer, before he completely broke down.

Mr. Kurtz- Heart of Darkness/Apocalypse Now/ The horror, the horror and all that.