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I think I have the same problem; I’m getting the same “I touched the orb”/“I gave it to the shopkeeper” options whether I do the key or the pickaxe route.

Also, the glitchy boss behind the painting in the last area won’t actually die when he’s defeated. It just bumps me to level 11 and makes combat impossible LOL

(+2)

Yes same! I've got the bad ending as well as the neutral ending but just can't seem to unlock the good one because he always thinks I've touched the orb even if I haven't.

I just got the best ending. He accused me of touching the orb anyway but there is one really subtle difference in my playthroughs for the 2nd and 3rd endings. When you're about to get on the boat with your friend, do not touch the orb on the beach.  

I never found a glitchy boss behind any paintings though?