Suggestions by @rowanorser

Wes Bentley

as Peter Parker in The Spider-Man TV Series (2001-2011)

Topher Grace

as Adult henry in IT (1990) remake

Rachel McAdams

as Adult beverly in IT (1990) remake

Andy Samberg

as Adult richie in IT (1990) remake

James McAvoy

as Adult eddie in IT (1990) remake

John Krasinski

as Adult Stanley in IT (1990) remake

Chiwetel Ejiofor

as Adult mike in IT (1990) remake

Rachel McAdams

as Beverly Marsh in IT: Part 2