Phew, I just finished watching Angel Beats! and for me it was quite sad. And now that I think about it, I tend to like sad media, be it into books, films, games, etc. So, which is the saddest ending(s) that you have seen?
For me it was from the animes Angel Beats! and Serial Experiments Lain; in books it's Northern Lights and Metro 2003; in games it's Metro 2033, every damn Silent Hill, every damn Fatal Frame and both of the Mafia games; and in movies it's All About Lily Chou-Chou, Requiem for a Dream, Pan's Labyrinth and K-Pax.
For me it was from the animes Angel Beats! and Serial Experiments Lain; in books it's Northern Lights and Metro 2003; in games it's Metro 2033, every damn Silent Hill, every damn Fatal Frame and both of the Mafia games; and in movies it's All About Lily Chou-Chou, Requiem for a Dream, Pan's Labyrinth and K-Pax.