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Waluigi at his best should be able to win, I mean he was the only character in Mario Party 5 that managed to fight off Bowser, the same Bowser that was a country level treath
R1: Not sure. Papyrus only needs to land a scarce few hits, but if we take Waluigi at his strongest, so does he. I'm tempted to lean towards Waluigi due to versatility, but I'm far from certain.
Waluigi murder stomps. His teleportation can easily dodge any of Papyrus's attacks and as soon as he gets close, Papyrus is screwed. Waluigi also has a giant arsenal, one of them being a fricking car. He could just run over Papyrus with his car and the battle is over.