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Either Charmander or Mudkip. I love their evolved forms; Charizard is a classic favorite for me and Swampert was the best. It was easy to raise and its tough. So is Charizard =]
As this applies to multiple generations, the General Pokemon Gaming is more suitable for this topic. :)
My favorite starter would be Cyndaquil because Typhlosion is the one and only starter I have raised to level 100 (RBY multiple Rare Candy trick does not count).
I can't decide who I like better between Cyndaquil and Torchic. They both hold huge amounts of nostalgia for me and they're both amazing in their own ways. The worst part is that I can't decide who I like better between Typhlosion and Blaziken, so I can't decide who I want on this "dream team" I'm planning.
Gah. I hate being indecisive. This is driving me crazy.
^Thise.
Stealth rock and surf has nothing on it because it's awesome.
In all honesty, I think Turtwig was the best.
Seriously, its final form learned Synthesis, STAB Earthquake, and STAB Wood Hammer for level up moves. Moves like these would put dents in quite a few teams would it not be for the popularity of ice types and its poor speed.