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One of the earliest times that Michael dealt with the living darkness. And one comment I can make is that I don't think Michael should recognize the living darkness in this moment as it was Jimmy that was at the devouring mansion which was the first instance of the living darkness before this point so Michael should not be able to recognize it but since I did both I probably forgot that Michael is not the same as Jimmy in that moment so I made the comment it is the darkness creature from before. So my head cannon (that is sort of canon now due to one of previous episodes that will be linked at the bottom of the description) is the living darkness was at the first haunted Disney land before the fever dream haunted Disney land, that I often forget to mention the first one, plus I forgot that I did that map with Rodgers and Steward which would have been Michael with them by that point. Here is clip for Stewart mentioning that there was a previous haunted Disney world: https://youtu.be/tD-WTKOxowQ . And here is a short of Michael going through that haunted Disney land to try and make it canon that is where Michael first encountered it: https://youtu.be/XTbO2mMJFdA .