9. Chell & GLaDOS (Portal 2)
Few video game villains managed to be likeable while actively trying to kill the player, but GLaDOS, the artificial intelligence from which players were fleeing in Portal was just too entertaining to hate. For the sequel, GLaDOS proved that years out of commission hadn’t made her any less murderous, but when she was betrayed by a rogue AI and confined into a potato battery, it was time for her to re-examine her personality. Working to help, not hinder Chell (the game’s heroine) made GLaDOS a powerful ally — even if she continued to verbally attack and criticize nearly every single one of the player’s decisions. Unfortunately the alliance didn’t last, but then, how many really do?