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I chose Chikorita cuz it's not as strong in offense as the others are!^^ And because I wanted to have a hard playthrough (it was, my team at the end of the story was Meganium, Furret and Unown) !^^
Back in the old days of GSC,
I would always pick Chikorita('coz of its cute appearance) and or Totodile...
But nowadays in Hg/Ss... I never pick Chikorita again(I only chose it for completion of Pokedex),
'coz offensively, Chikorita's weak...
with the Physical/Special split in 4th Gen,
I chose Totodile and Cyndaquil.
Well, for SoulSilver I chose Cyndaquil for old times sakes. But in my HGSS copy I think I chose Totodile then bstuffed it in a box so I could do a fighting monotype run.
Cyndaquil, because all of the starters in HG/SS are pretty wack imo. And I figured a fire pokemon would be most useful, since Game Freak has something against fire pokemon or something.
but I happened to see images of it's OW sprite, and Meganium's back sprite, and, well, they were so utterly apalling that I chose Cyndaquil. And I don't evolve him.