In this topic, we talk about the most evil and most awesome videogame villains you can think of, I'll start:
WARNING: MASSIVE SPOILERS AHEAD!
Kartikeya from Wild Arms 5: Quite possibly one of the creepiest gaming characters ever. He's a demented cross between The Joker, Venom, Voldo, Richard Simmons, and Sephiroth. Unlike the other villains in WA5, who either have a freudian excuse or are just on the wrong side, this guy is pure insane evil. He killed the loner Greg's wife and son in front of him for no apparent reason and somehow made his father hate him for not protecting them. He also enjoys destroying towns and beating up kids. He makes strange, feminine poses, a long tounge, his butt and buldge stick out if you look at him closely, and has a high shrill voice (Provided by popular Anime voice actor Dave Wittenberg , better know as TK in Digimon Season 2, Kakashi on Naruto, and recently, Kefka in Final Fantasy Dissidia.) known to make weird noises. He's basically the kind of guy who would kill your family, and then sodomize you for the fun of it. Sadly, he's just a henchman to the games Bishonen baddie Volsung. However, he does have one..... amusing........ death scene when you finally beat him....
The Villains from The Darkness: Though in this game you play as a sympathetic gangster, the villains are some of the most despicable baddies ever in games. First, we have Paulie Franchetti, the evil uncle of are "Hero" Jackie. Though at first he seem like just a loud jackass, throughout the game, you slowly start to hate him more and more as he sets an ambush on you in the opening, blows up your childhood orphanage, and in one of the most sickeningly evil acts in gaming, kills your girlfriend, who hours ago you had an interactive romantic moment right in front of you. There's also the titular Darkness, which is basically what happens when you try to use pure evil for personal gain. Throughout the game it taunts you, and when your girlfriend is killed in front of you, it's the one that holds you back and forces you to watch her die, after which it laughs at you. There's also Eddie Shrote, the evil cop working for Paulie, who despite not doing as many despicable things, is still a hateable asshole
Cliff from Dead Rising: Dead Rising is full of eccentric bosses who are all people who have gone batshit after the zombie outbreak. Some of them include a chainsaw-welding clown, a fat cop, a gun-toting hillbilly, and my favorite, a crazed Vietnam vet who you battle at a hardware store. Basically, your in a store full of chainsaws, shopping carts, and other weapons while a psycho with a machete voiced by the guy who did BlackWarGreymon on Digimon runs around the store trying to corner you. His death, is also quite possibly the saddest scene in the game; you learn he only went crazy because he witnessed zombies eat his granddaughter.