I don't believe any games have made me question my life, but some have raised questions about life in general. I can't really think of any off the top of my head: they're only games, after all, and they have not exactly made the same sort of progress that film and literature have. They're mostly about exploration, blowing shit up, having fun...that kind of thing. Even the best writing in video games is about as good as a solid B-movie or run-of-the-mill action flick.
With that said, I agree with you on KOTOR 1 and 2; the various choices, and commentary on them, really re-frames your perspective on certain things. I remember in KOTOR 2 when you got to Nar Shadaa, you encountered a homeless person asking you for help; you could help (light side) or I think encourage him to rob someone (dark), or be neutral, and either option had Kreia (your grumpy "Yoda-meets-grandma" in the game) commenting on it and the consequences. I Thought that was pretty insightful
Deus Ex, the original, probably had some of the best writing or at the very least best plot mechanics of any game I have ever played. The various conspiracy theories and near-future tech of the world--shadow governments, AI, robotics, nanotechnology--all made manifest in this wonderful film-noir dystopian, eerily believable world really kind of spooked me a little bit. Having that conversation with the AI Morpheus was one of the deepest, wow-I-don't-understand-what-we-are-talking-about moments in my gaming history.
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