Game: Final Fantasy VII (1997)

This was the moment you realized Final Fantasy had some brass chocobos. Killing off a top tier character right when she was, no doubt, becoming an invaluable member of your party? That's some serious stuff right there. It wasn't the first permanent video game death but it certainly was the most shocking. Plus it cemented Sephiroth as one of the baddest baddies in all of gaming. Not bad for a long-haired pretty boy.