Suggestions by @ricknee4ever

Ryan Gosling

as Topper in Outer Banks (Early 2000s)

John Krasinski

as Topper in Outer Banks (Early 2000s)

Chris Pratt

as Topper in Outer Banks (Early 2000s)

James McAvoy

as Topper in Outer Banks (Early 2000s)

Leonardo DiCaprio

as Topper in Outer Banks (Early 2000s)

Freddie Prinze Jr.

as Topper in Outer Banks (Early 2000s)

Ryan Reynolds

as Topper in Outer Banks (Early 2000s)

Seann William Scott

as Topper in Outer Banks (Early 2000s)

Madelyn Cline

as Lisa Jones in Team America: World Police (Live Action)

Ryan Reynolds

as Mark Ratner in Fast Times at Ridgemont High (2002)

Seann William Scott

as Mark Ratner in Fast Times at Ridgemont High (2002)

Tyrese Gibson

as Charles Jefferson in Fast Times at Ridgemont High (2002)

Michael B. Jordan

as Charles Jefferson in Fast Times at Ridgemont High (2002)

Kevin Duhaney

as Charles Jefferson in Fast Times at Ridgemont High (2002)

Joaquin Phoenix

as John B Routledge in Outer Banks (Early 2000s)

Jon Hamm

as John B Routledge in Outer Banks (Early 2000s)

Leonardo DiCaprio

as John B Routledge in Outer Banks (Early 2000s)

David Tennant

as John B Routledge in Outer Banks (Early 2000s)

Christian Bale

as John B Routledge in Outer Banks (Early 2000s)

Mark Wahlberg

as John B Routledge in Outer Banks (Early 2000s)