Some might disagree with me, but even after all these years, Phantasmagoria: A Puzzle of Flesh remains the most disturbingly and psychologically terrifying piece of interactive entertainment I've ever had the mishap of playing. Come to think of it, I haven't bought a horror title ever since.
There was something so terrifying about playing as a random Joe living in his small apartment, going to his regular day job, meeting his best friend and loving girlfriend, and suddenly finding out your world is a complete rendition of hell. Nothing about the gameplay was even memorable; it's the moody setting and story (of which the final outcome was completely insane) that won't let go of me to this day.
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