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I was already "too old" to watch it when it first came out, but I have a little brother who I'm really close with, so I'd always watch it with him. It was never a masterpiece, but it was a pretty decent and funny show. I agree they started losing it during the Johto thing, and it only got worse after that. My brother's 15 now, and we still play the games and I know he occasionally still watches the original episodes, but neither of us can stand the new ones for long.

Fun fact: the guy who did Ash's voice in Brazil (where I'm originally from) went to college with me. It was weird. Haha