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Silver was the first one I played a bit, Yellow was the first one I finished.
Unova for overall design, Alola for overall feel and detail. Like both for completely different reasons, so picking one is a bit difficult.
Steel or Fire. Steel-types look great and I love most of them, and it's a useful type, while Fire is just offensive and fun to use in-game.
Charizard. Fell in love when I saw it in the Silver opening. I played Yellow first just use it and then later transferred a Charmander to my Silver.
Vanilluxe. Fuck off contrarians and Turnerfags, Vanilluxe was a mistake and nothing more.
Boy. Obviously.