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Choosing the tops
Wear a jacket. Ash wears a jacket that is blue on top and white on the bottom. The jacket could be substituted for a solid blue or jean jacket. The jacket is best if it's blue with yellow buttons.
Put on a black T-shirt with a white collar and short sleeves. Should you feel the urge to take the jacket off, Ash wears a solid black shirt underneath.
Choosing the pants
Wear blue or grey sweatpants. If you can't find that, jeans will be fine.
Cuff your pants at the bottoms.
Adding accessories
Take some thin green gloves. These should be fingerless, so if they're not that way already, cut the fingers off the gloves.
Make a Pokéball. Alternatively, purchase one. Carry it around with you. See Tips for making a Pokéball.
Grab a backpack. Ash travels a lot, so carry a backpack in a solid color. Pink is to be avoided. Fill it with Pokéballs, a Pokédex, and anything else necessary.
Obtain a toy Pikachu. You might want to consider getting a Pikachu stuffed animal and carrying it on your shoulder like Ash does. Alternatively, get someone to dress up as Pikachu and accompany you. All of these accessories are not necessary though.
Looking and acting like Ash
Prepare your hair. Ash has short black hair in his trademarked spike style. This can be accomplished with washout hair dye if your hair isn't black, and lots of hair gel. Or, if you want to save yourself the trouble; you could buy a short black wig, people won't notice if it isn't perfect. Spike your hair at the ends.
Be a storyteller. Your version of Ash will be more entertaining if you have lots of stories about your adventures in the different Pokémon regions, people you met while traveling, especially challenging gym battles, etc.
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