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Usually, I try picking a different starter every time I play the games, and considering it's been so long since I first played some of them, I can't remember some of them, but usually I always picked the water starter the first time I played each generation, with the exception of Gen 6 when I chose Chespin instead, not because I have anything against Froakie, but I just thought Chespin was so adorable.
Gen 1 - Charmander
Gen 2 - Cyndaquil was the very first but I restarted for a Totodile like 1 day later.
Gen 3 - Torchic
Gen 4 - Turtwig was the very first but I restarted when I realised Ponyta was the only available fire type
Gen 5 - Samurott
Gen 6 - Fennekin
Sapphire: Mudkip
Leafgreen (I never had the chance to play the first two Gen's): 99% sure it was Bulbasaur
Diamond: Piplup
SoulSilver: Chikorita
White: Oshawott
Y: Fennekin (which kinda surprised me, because when it was first revealed, I thought it was freakin ugly and was certain I'd pick Chespin. But I really dislike Chespin's final evo and adore Fennekin's final evo)
aside from the Kalos starters, I've tried each starter at least once, cause I restart my games sometimes and I've also played third versions as well as ROM's once or twice for Nuzlocke purposes (it makes taking notes a lot easier, cause I always played with the thought of making a nuzlocke comic)
Gen I: Charmander (FR)
Gen II: Cyndaquil (SS)
Gen III: Treeko (OR)
Gen IV:Turtwig (DPl)
Gen V: Tepig (immediately traded an oshawott to same game, because I wanted both)(W)
Gen VI: Chespin (Y)
Oddly enough, it seems water types havent been my first pick most of the time, although I end up using them often in other versions past their introduction.
II (through SoulSilver) Chikorita
III (through AS) Mudkip
IV Turtwig
V Tepig
VI Froakie
Only choices that I have come to regret are Froakie (found its line to have a shallow movepool that isn't helped by its stats) and to a lesser extent Chikorita (for making the early game hell, though once I got a couple of good team members he became a good part of my team).
Another interesting trend is that in Gen IV games I picked Grass starters, in Gen V I picked Fire starters, and in Gen VI I picked Water ones.
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