My personal headcanon for Ash Ketchum has always been that regardless of if his dream ever came true he'd never truly stop traveling and learning. Because despite "becoming a pokemon master" being his goal if you actually sit down and watch like Any episode of Pokemon the thing that always holds true is his curiosity and desire to learn everything he possibly can related to pokemon. And he'll try anything to! He did contests and the battle frontier. He'd do those silly little shows with Serena if they'd let him.
So I like to imagine him continuing on in life as this nomad who people don't automatically recognize as anyone important ya know? Just this goofy guy going from place to place always lending a helping hand and hes got a cute lil pikachu on him. And hes often lost somewhere with a friend just exploring the woods to see if he'll find anything cool. Ya know, as hes always been, but older now. And its only once hes drifted once more do you maybe stumble into an article on the pokeweb about him and are like... that guy??
there’s a dedicated ashandpikachuspotter account somewhere on some social media. You tag a photo or search for a term and boom, there’s pics of this guy. this dude. this man. with his pikachu. and it’s thousands of strangers from across the globe coming on line to talk about some stranger that they met briefly and then never saw again. they’ve compiled their stories and their approximate locations and mapped his journey from continent to continent, a long snaking pathway that spans decades and thousands of miles. He’s apparently one of those Kanto kids that the government let just drop out of school. Its working out very well for him.
Thats so funny, to imagine him as a pokeweb criptid type character a la the florida man
the one thing about him is he's also not gonna think he's famous or ever mention it himself
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