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Hmm, no other kinks come to mind. Semi-frequent diaper usage is fine. I'd prefer a ration of 9:1 in wetting's favor. Not against messing, just prefer for it to be on the rare/ infrequent side of things.
Max would have a Treeko as his starter, and maybe one or two other mons that he's caught since he and May arrived in Johto. May will have all six of her Pokémon sent back home to their parents. Max will explain the situation, and their parents will wish them luck in returning May to normal.
It was just a random pitch without much thought into it. We don't need them both. Although if we did have them both, I guess it could be Max/May?? Would probably age Max up to 10 and give him a starter. Like a small AU of "if Max went to Johto with May AND was old enough to pick his starter". Maybe he'd be the one who has to win the League to get the Masterball for his sister's sake? Meanwhile, May now tastes how much it sucks to not be able to have Pokemon because she's too young to care for them, again. XD. True role reversal.
Of course! Then it's simply a matter of which region we want to RP in! If it's the anime setting, you could play May and Max, who travel with my OC instead of Ash. Maybe I'd base my OC on Brendan Birch? So it's Brendan Birch, but an anime version of him with a few tweaks.