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Didn't really bother with competitiveness but picked them for more personal reasons.
>Nidoqueen
My first ever game was Yellow, and they only way I could figure out how to beat Brock was by teaching a nidoran double kick. Since I had absolutely no idea how to play, I just beat the rest of the game using her.
>Hitmontop
I got into Pokemon later than most, and the first ever anime episode I saw was about him. Plus I've always loved his design.
>Swampert
Back when RS came out I thought it'd be cool to name my team after my friends. The friend I named Swampert after got killed three weeks later in a car crash, so to this day the Swampert is always the first pokemon I transfer over to a new game.
>Weavile
Sneasel was my second-favorite gen 2 pokemon, and I loved having him be able to evolve.
>Cinccino
I just fucking love chinchillas. Enough said.
>Slurpuff
I just think his design is fun, and his pokedex entries are awesome. I can't help but laugh at a giant cream-puff helping a pastry chef.