6. Charon (Fallout 3)
Charon is certainly one of the creepier characters in the Fallout universe, a ghoul bodyguard for Ahzrukhal, the bartender who runs The Ninth Circle in Underworld. Charon is the definition of shady; we know very little about him, other than his boss sending him out on missions armed to the teeth, after which he returns with a wealth of caps, causing many to assume that he is a bounty hunter and/or mercenary of some kind. Amusingly, players can actually buy out Charon's contract and have him as a companion, at which point he will nonchalantly murder Ahzrukhal, again suggesting that Charon had become a slave of sorts to him, even in spite of his refusal of this claim. A likable strong, silent type, Charon is one of Fallout's most dependable and badass characters, one who can play an instrumental part in the game's final mission if you have possession of his contract.