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mZuzek said:

Whew, so. Guess I retconned the last 10 entries out of the "real" list or whatever. Anyways, hoping someone will show up to guess tomorrow's entry - I know this is less about my hints being too hard and more about the fact that there's not a lot of movement in the thread right now, but, here's some more hints.

#40 - I GOT NIGHTMARE EYES!!!!!
Hint 2 - The protagonist's best friend is in the most wholesome gay relationship ever

#39 - What is a rival?

(Bonus: both of these are indie games)

Is 40 Night in the Woods? The first clue feels like something the main character would have said, and the second would definitely fit that game.