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Every ending to Tales of Xillia 2, as well as some other things that happened toward the end. I actually woke up in the middle of the night and cried over one part of the game. Thanks, Bamco.
When Maxie broke up with me in Tomodachi Life. :( And when two of my favorite villagers moved out in my Animal Crossing Wild World.
A more reasonable one is when I was playing Pokemon mystery Dungeon (I think it was Explorers of Time but I can't remember) and my cyndaquil character was temporarily erased from existence. I sat by the computer crying.
And let's not forget when N leaves in Pokemon Black and White. He appears in the sequels, but not the original BW protagonists. It's really sad going to Nevuma town and seeing their mother all alone.
But c'mon man, the little blind girl ventured so far, and it was all so heart-warming up to the very end. She's imagining where her cat might have been, how he might have gotten through here or there, what he would have done on his little cat journey.
It's all so sweet and cute and innocent.
And then she finds out he's ****ing dead?? :(
This was not what I signed up for.
Fable 2
Spoiler:
The ending, when you have to pick between your dog and the thousands of people that died working on the spire.
Okay technically you pick between your family (sister, spouse(s), child(ren), AND your dog), or the people that died working on the spire, or just giving yourself a million dollars.
But I didn't care about the rest of my 'family', I just wanted my damn dog. We bonded, y'know?
And the game made me feel like an asshole for it.
I'm thirding Life is Strange, particularly..
Spoiler:
When Kate attempts to jump off the building. Also when you stop by to see Kate in the hospital (if you saved her)
And, tbh I hated Chloe's character, but deciding whether to pull her plug in the alternate timeline really got to me.
And in Gears of War 3
Spoiler:
when Dom dies.
It was already a heart-wrenching scene, but that ****in' song, man.