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All three evolutionary stages of Totodile, Croconaw and Feraligatr are really cool. As are the three of Cyndaquil, Quilava and Typhlosion. But I have to say my favourite pokemon has to be Dragonite.
I personally and statistically would choose Chimchar. Great for speed and mixing with attack. But I'd say the simplest team that'll be sufficient would be to catch a Shinx, Starly and a Bidoof to start of with and gradually catch stronger Pokémon.