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ask the barkeep how these two 17 year olds got in
From both:
Age Unconfirmed[1]
[1] In The Birth of Mewtwo, Jessie's mother Miyamoto wrote a report 20 years before Mewtwo's creation that says she gave away her daughter to be a foster child as a little girl. Jessie is affected by the same lethargy as other adults in Filling the Light with Darkness!
so Jessie would presumably be at least 20, probably early 20s.
They look underage.
They are anime characters? They all look underage if they arent decrepitly old.
Wait, Ash is 10? He definitely doesn't vibe as a 10 year old at all in the English dub. Just going by the way the VA capture his voice, he's more like some dude who's going through puberty, so at least 12+.
I'm going through Bulbapedia, and some of these canonical ages just makes me go huh. Gary also starts out as 10, which is an even bigger head-scratcher. Like, wasn't the dude driving around in a convertible at some point? It makes him being surrounded by cheerleaders a lot weirder unless the cheerleaders were also 10 years old, which strains credibility.
Not only is Ash 10, he remained 10 for 22 years lol.