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Mine would definitely have to be Silent Hill 2. I remember playing it alone and in the dark with the speakers turned up just to get the full experience of the game lol.
The part when your stuck in the room with Pyramid head nearly made me shit myself LOL
Silent Hill: Home coming was ok, but didn't scare me quite as much as part 2. Also enjoyed Project Zero (Fatal frame) was an alternative style to the usual survivor horror franchise, gave me a shit load of frights lol.
Don't really play scary games, usually stick to fps, sport and adventure. Although one of the missions on the original uncharted was pretty scary. You know where he's watching the projector in that underground hospital and the power cuts out?