Bulbasaur with PokeBlue, I was young and focused all my effort on that one pokemon, hahaha. Ended up like lvl. 93 Venasaur while the rest of my party was maybe 30-50's. Good times. Some of the best times I've ever had with a game, in fact.
Totodile 2nd gen. My favorite gen. The games were incredible. As much as I loved gen 1, gen 2 will always be king in my heart. There was something seemingly sinister and dark about that game for whatever reason, maybe had to do with my mental maturation and realization that these animals were meat-slaves lol. Odd side note; I found a working pokemon crystal cartridge at the bust stop in school. It had been stomped on a few good times but still worked. Must have been fate.
Torchic for Emerald, my second favorite in the series. Although I love the game overall I couldn't really get into the starters for whatever reason.
D/P, Piplup. Empoleon is a boss. This was the last gen I played all the way through.
Tepig for what little I played of B/W. Really need to pick that game up again.
I have not played X/Y. Hopefully I can get hardware before Sun/Moon comes out, it looks pretty sweet. Probably pick Litten, 'cause come on....its a kitten.
Damn, now I want to play Silver.