This was a fun idea! I found the gameplay to become a bit repetitive relatively quickly, but I think with some work on the mechanics this could turn into a fun game. Maybe expand the role-playing bit a bit more and add some more depth to the player-dm-relationship or something like that?
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Thank you ! For the repetitive side, normally you should not play in the same way against the first monster and the fourth or fifth. For the first monsters, you should try not to use consumable to keep them for the powerful monsters. Moreover the first monsters are easier to hit so just cheating on daggers throws can be efficient. After that it can be more complicated, you have to choose turns to enervate the master of the game, cheat to optimize the consumables and use the appropriate weapons (mass for heavy armor). The times I beat the dragon, I gave the DM a bag of chips just before the dragon :D. We could have added other mechanics of course but we only had 48 hours :D Thank for the feedback !