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>Age 11
He'll be the same
>Age 15
Becomes a lot more of a pervert, like Brock. Has a ponytail now and some stubbles on his chin
>Age 21
Grows a beard and travels alone from that point. He reached Pokémon Master status and travels alone
>Later
He meets Serena again, spend some time with her, leaves her again
>1 year later
Serena becomes a mom of Ash's child and she moves to Pallet Town, incase Ash ever returns. She meets Gary and her son
>10 years later
Red and Blue start their Pokémon journey. Red picks Charmander and Blue picks Squirtle.
