I love Cyndaquil over all. Sure they never got it to evolve (-.-) but I still lurv it.
Kanto: Charizard...Why? Charizard is just amazing like that
Johto: Cyndaquil...Why? Cyndaquil pwns, there.
Hoenn: Sceptile...Why? It's the only one I really and truly liked, haha. Plus, it was my starter in the games =3
Sinnoh: Probably either Grotle (it is a Grotle now, right?), Chimchar, or Gligar...Why? Well, I haven't really kept up with Sinnoh but I do know he has those and...Grotle is cool, Chimchar has a neat background, and Gligar...well, it's pretty cool too.