1. Your Rival (Pokémon Series)
Gary Oak, Red, Assface - whatever you called your rival in the original Pokémon series, there can be no denying his place on the list. His terrible attitude and ability to grate on your last nerves is evident throughout the entire game. Whatever Pokémon you pick to start with, he then picks the one that your Pokémon is weakest to. He constantly insults you, despite the fact that you always kick his ass and he sows up at just the worst times. Had a difficult journey that has taken it's toll on your team of Pokémon? BAM! Assface shows up. Every. Damn. Time. At no point does your rival ever have a redeeming moment that makes you warm to him either - he just a douche all the way through the game. Nothing in the world of Pokémon feels better than defeating the Elite Four and then handing your rival a healthy dose of whooping.