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The first arcade you go to the shell game and play till you get fly love, next get another arcade with the shell game and because you already have fly love there is no item he can give that will make him leave (outside of a troll bomb so be ready for that and move it away from him) so just keep on playing till you got as much money as you want.
This method will take time obviously to do it but it therotically CAN be done in 1 playtrough using this method.... but I would get too bored my self to do this so the second way to do it (besides any other suggestions in this foroum) would be to play the game normal and you will eventually get the 999 coins.
A couple of times I even found 25 cents, and in many cases ended up with 15+ cents.
I found this to be a good way as well, since Azazel's flying lets you reach some coins you may have to bomb otherwise, and his high starting damage lets you rip through rooms quickly.