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Does this seem like a reasonable timeline?

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Kanto and Hoenn
>Red/Blue/Caitlin are 11 and Brendan/May are 12, with Wally possibly being slightly younger, probably 10 at the youngest if we go by the whole "need to be 10 to partake in the league path" if the games do that shit...do they?

Johto and Sinnoh
>three years after Kanto and Hoenn, Red/Blue/Caitlin are 14, Caitlin is technically a Frontier Brain, Brendan/May are 15

Unova during Black and White
>at least three years after Johto and Sinnoh, Red/Blue/Caitlin are at least 17, Caitlin is now part of the Unovan Elite Four and looks surprisingly older
>the foreign Rocket grunt's son is old enough to walk and talk, and give enough time for the grunt to return to Unova, get married and for his wife to get pregnant and gestate the child

Kalos and Unova during Black 2 and White 2:
>two years after Black and White, Red/Blue/Caitlin are at least 19, but none of them look older than their last appearances in the series for some reason, Brendan/May are at least 20

Alola:
>sometime after B2W2 and Kalos, let's say a year to keep things somewhat consistent
>Red/Blue/Caitlin are at least 20, Brendan/May are at least 21
>Wally looks like he hasn't aged much in the past 9-10 years, growth may have been stunted due to his ill health, doesn't look much older than the SM protagonists who are at least 11 since that is the minimum age for taking the island challenge
>Cynthia doesn't look much older than her debut in Sinnoh at least 6-7 years ago