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Machamp could just fall on it's back and crush Pika with it's near 300 pounds of bulk so it's not a foolproof plan.

It wouldn't be a first; plenty of Pokémon have never gotten to settle scores with someone who beat them before. Pikachu never beat Gary's Umbreon or Electivire, Greninja never beat Alain's Charizard, Sceptile and Torkoal never got to win against any of Brandon's Pokémon. Heck, Pikachu losing to...

I'm hoping none of Ash's Pokémon take a dive here; Sirfetch'd could use a win and Lucario already got two KOs in a battle against Rose.