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I was 11 when Red came out, so I at least had some bare minimum of sense when putting this together. Blastoise because my best friend picked Charmander, Pidgeot was a Route 1 acquisition who stayed with me, Raichu because Pikachu was the mascot, Gengar because ghosts were/are "cool", Omastar because I was big into Jurassic Park and liked the idea of resurrecting fossils, and Scyther because he was my first-ever TCG card (and holofoil too) and I thought he looked cool.
Scyther (as Scizor) and Gengar even made the jump to Silver as part of the schoolyard battling team, and both are still around on my copy of Stadium 2.