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My first pokemon I kept was my Tepig, now my Emboar. The second I kept was my Herdier. :3
But really I only used my Dragonite, Piloswine, and Emboar to beat the whole game. :3 I didn't get Dragonite and Piloswube until after I defeated all the gyms though.
The first pokemon that I kept long-term was Panpour. All the other prior I may have kept around for a battle or two and then dumped. The third pokemon I kept was Timburr, and she's gone now.
well i got rid of my starter, so my first pokemon i caught was a lillipup. the first pokemon i really kept was a blitzle and my second was a tympole. so tympole?
I actually train all the pokemon I catch evenly...except for my watchog...he's my HM mule too =P. right now I have a beartic and Axew I'm training up.
I usually take one to train with after every badge earned. particularly one that has an advantage over the next gym leader and since I'm on my last badge Axew and beartic are the ones I'm currently training while also looking for other pokemon/items I missed along the way.
it would have to be cottonee, which is now a whimsicott. it's technically my first pokemon that i have kept since i dropped fat pig off somewhere early in the game.