Spike from Buffy.
Mr Burns.

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Mickey Knox (Natural Born Killers)
Mr. Blonde (Reservoir Dogs)
Tyler Durden (Fight Club)
Al Swearengen (Deadwood)
Kenny fuckin Powers (East Bound and Down)
Bill Jacks (John from Cincinnati)
Larry David
DR EVIL FROM AUSTIN POWERS!!!!!!!!!!!!

Also Cartman from South Park.
Ooooh, and Dante from Devil May Cry 3 & 4.
Ah! How could I forget Xena warrior princess?
And Wednesday and Morticia from the Addams Family??
David Bowie~Labyrinth

Randal, Dante, Jay and Silent Bob (can't pick only 1 Clerks character!!)
Meant to say Goblin King (since that is the character name ;)

DARK DREAMER said:
David Bowie~Labyrinth

Randal, Dante, Jay and Silent Bob (can't pick only 1 Clerks character!!)
Reagan, The Exorcist + Damien Thorn, The Omen.
Lestat from Anne Rice's novels (and the film Interview With The Vampire) is pretty damn cool.

And any character Vincent Price plays.
Bill (True Blood!)
Lestat (Queen of the Damned)
Jane (Smiley face)
Patrick Batemen (American psycho)
I'm sure there is more..
Movie: Anthony Hopkins as Hannibal
Book: Malus Darkblade, his cruelty after the fact that everyone is expendable.
T.V Dexter hands down
Cartman!
He's just awesome.
Book: (No order) Darren, Mr. Crepsley, Harkat, Vancha March, and Evra(as a teenager) from the series Cirque Du Freak: The Saga Of Darren Shan, written by Darren Shan himself!

TV: Grell from Kuroshitsuji.

Movie: Chihiro and Haku from Spirited Away.
GAAH!!! I love Dexter!! ^^

Jason said:
T.V Dexter hands down

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