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I turned 13 right immediately before DP came out in North America. I think I gave up on the Pokémon anime sometime in Hoenn, right around the League when Ash lost, though there are gaps in my memory before then. I don't remember really watching much after that, just the odd episode here and there. The last movie I remember watching in its era was Destiny Deoxys, and it wasn't until around late 2010 that I actually watched the Lucario movie online. I remember Kids WB showing The Mastermind of Mirage Pokémon and finding the voices to be terrible.
My only lewd memories of May pre-puberty were the episode where she undressed on the beach and did the fake-out with the bathing suit and once when my friend was playing Sapphire as her and showing me that you can go into her bed, and by pushing up or down it looked like she was humping.