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Is there one generation that you skipped as a child but played later and wished you'd never skipped it?
For me it was Gen 5. All the Genwumners and Johtoddlers told us it'll be shit and to not play it (though I later overheard them praising the games and they frequently played Gen V comp).
Then covid hit while I was in my last year of high school and I spent a lot of time emulating games. I downloaded roms for Black and Black 2, a friend of mine did the same with White and White 2. We played through them together and thoroughly enjoyed them. I enjoyed them so much that I wanted to buy physical copies.....at least until I saw the prices.