The Song of Jigglypuff

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The group is wandering through a desert and they find Neon Town. It is a flashy town where the people never get any sleep and are on edge. They leave the noisy town to find a Jigglypuff in the forest. Misty attacks it to catch it, but it starts crying and she doesn't catch it. The Jigglypuff can't sing, so they try to help it to sing. They find a fruit in the forest that soothes a sore throat. Jigglypuff eats some and starts to sing. The song Jigglypuff sings puts everyone to sleep, which upsets it, so it scribbles on their faces with a marker it finds from Ash's backpack. They decide to have it sing in Neon Town where no one ever sleeps. It works, and the whole town is put to sleep. They all wake up the next morning and are a lot nicer because they were relaxed from a nice sleep.

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S01E46 - Attack of the Prehistoric Pokémon