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> Red/Yellow
Haven't played it since at least 2001 so don't remember much, but have fond memories of that era. Fucking neighbor kid overwrote my game-winning save.
> Silver/Crystal
Strictly better than Gen 1 in every way. This is the most memorable version of the show for me ("IT'S A WHOLE NEW WORLD WE LIVE IN doDoDODododoooooo")
> Ruby
Solid entry, still my favorite setting even with 7.8/10 too much water. Also had my now-favorite Poke in Numel (unevolved).
> SoulSilver
GOAT, will likely never be beat in my eyes. I don't think it can be understated how many older kids picked up this game after years of not playing. I was in high school at the time and played with kids in band. Pokewalker was actually meaningful and enhanced the game (it was still a gimmick, but a good gimmick).
> Black 1
Second best game, best endgame, some new Pokes were shit but made up for it in content
> Moon
Worst one I've played, there were a lot of interesting ideas but ultimately I was just bored.