Mass Effect trilogy: after 3 games, 100s of hours on each, getting to know all the characters as much as possible. I was sad to see it finally end, but I felt content.
Halo 4: I love Cortana, enough said.
But the one game that actually made me cry?
Final Fantasy X: The hidden romantic in me was hoping they would be together.
[spoiler]Then I finished the game, found out I didn't exist.
Then watched Yuna as the man she loved vanished before her very eyes.[/spoiler]
It killed me.
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Such a good story plot, realizing your just the dreams of the fayth. Never really existing. So good.