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For the single creepiest/scariest level it would have to be the playrooms in Shadowman. Creepiest game overall would be Eternal Darkness.

 

I mean, just check out the music for that stage http://www.youtube.com/watch?v=-xJXWgvcHIQ

 

I know you believe you understand what you think I said but I don't think you realize that what you heard is not what I meant.