Thank you so much for playing, and for the feedback!
I will definitely work on the item distribution, the 50/50 randomness sounded good to me in theory, but I get that a bad RNG can feel unfair.
Regarding the items in the fight against Cream, this is probably the least polished part of the game due to time constraints. I am thinking in a couple of ways I can fix the impossible-to-avoid situations, and of course I'll be trying to fix the existing bugs.