For some reason the thing that scared me the most was I think in The Omega Stone (it might've been a different game but I can't remember for some reason). The bit where you go to the church in the graveyard I think? You go inside and look through the telescope and the Druid comes out from behind the tree. I thought "okay, that's kind of lame". Later I clicked on the trap door that leads to the attic where all of a sudden his face appears - I just let out this blood-curdling scream. I don't think it was even supposed to be scary.
The giant fish in Commander Keen 5 (?) prevented me from completing that level.
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