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Who would make Serena more jealous?
Taking into account that Ash has traveled with four different girls for extended periods, and:
>Misty gave him her "special lure" and that whole Second Movie thing
>May grew close to him, saw him as a mentor and Ash even incorporated things from her coordinator stint into his pokémon battles.
>Dawn dressed up for him, cheered on his battles and they high-fived all the time.
>Iris went on an official date with Ash and he even complimented her looks once even though she ended up with the green-haired fag