Saddest Moments in Gaming

[Zulnam]

Deus Ex Human Revolution. No matter what you choose, somebody gets fucked. It's an ending that pretty much says "we're well past the point of sunshine and rainbows".

 

[Byere]

Agreed on Aeris' death... but for something more modern...

Spoiler

Deckard Cain's death/funeral in Diablo 3. Having been a fan of the series since the first game, with such a main character being killed off, despite not having a big, saddening, scene dedicated to it, hit pretty hard when it happened...