What’s your favorite running gag across the anime?
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Ditto Dewpider and was brought up during the Pokemon Master Episode with Ash, Misty and Cilan. Misty thinks about it "all the time".
As for the topic at hand… it's not a recurring gag like Team Rocket blasting off again but something that has been known for over 25 years in that Ash is completely oblivious or "dense" when it comes to girls and love. Whether Serena broke through is uncertain, but she definitely did try.
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Is Horizons included?
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Yes.
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Classics.
Whenever Jessie lectures James and Meowth about her being a star and that they say,
"Anytime she opens her yap, lectures fall out!"
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