Suggestions by @amourship2019

Elizabeth Gillies

as Jessie in Pokémon

Jace Norman

as Gary Oak in Pokémon

Meg Donnelly

as Serena in Pokémon

Gary Oldman

as Professor Oak in Pokémon

Jace Norman

as Gary Oak in Pokemon Live Action (Ash Ketchum triology)

Asher Angel

as Gary Oak in Pokemon Live Action (Ash Ketchum triology)

J.K. Simmons

as Giovanni in Pokemon Live Action (Ash Ketchum triology)

Vin Diesel

as Giovanni in Pokemon Live Action (Ash Ketchum triology)

Gary Oldman

as Professor Oak in Pokemon Live Action (Ash Ketchum triology)

Sadie Sink

as Misty in Pokemon Live Action (Ash Ketchum triology)

Meg Donnelly

as Serena in Pokemon Live Action (Ash Ketchum triology)

Sabrina Carpenter

as Serena in Pokemon Live Action (Ash Ketchum triology)

Finn Wolfhard

as Ash Ketchum in Pokemon Live Action (Ash Ketchum triology)