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As far as the 2nd evo would go, Look at houndoom for example, Look how much the sprite changed. It has massive horns so maybe give it an awesome feature like that.. :D
Hmm well it's up to you, but you could still have a leaf and stick idea, but re-make it to make it look better, wouldn't your friend want you to get better..? and to make the sprites you two designed to look better..?
Errm, not really.. My sprites are always based on animals, so people can't shout at me :S..
I would just re-do the sprite, Maybe have a small creature with a leaf on it.. just to stop em' ranting.
in terms of making it so you go outside the cave if you die, i cant do that, but i can make that script for you for the starters, im working on it right now