20 Video Game Bosses You Must Defeat Before You Die

17. Pyramid Head (Silent Hill 2)

One of the most disturbing villains in video game history, Pyramid Head is an enigmatic monster who has a metal pyramid for a head and carries around the biggest !*$% sword you've ever seen. He is said to represent protagonist James Sunderland's guilt over his wife's death and a subsequent wish to be punished for it, but in short, he's a big bada** dude who stalks you throughout the game, and has a penchant for sexually assaulting some of Silent Hill's more...attractive(?) beasties. The first encounter with Pyramid Head is simply an attempt to survive, because one clean hit from him means Game Over, and any other damage will leave you close to death. Dodging his attacks while shooting at him is key here, and after a while, a siren will sound and cheese grater head will leave (unless you're stupid enough to walk up to him, in which case he'll kill you). If fans needed any reassurance that SH2 was upping the scares from the already pants-wettingly terrifying first game, they needed to look no further than Pyramid Head, who has since become the franchise's iconic mascot.