Suggestions by @youngultimate

Tom Holland

as Peter Parker in Spider-Man

Elijah Wood

as Peter Parker in Elijah Wood in Spider-Man

R. Lee Ermey

as J, Jonah Jameson in The Best Spider-Man Film Series (1994-2003)

Robyn Lively

as Mary Jane Watson in The Best Spider-Man Film Series (1994-2003)

Maggie Smith

as May Parker in The Best Spider-Man Film Series (1994-2003)

Leonardo DiCaprio

as Peter Parker in The Best Spider-Man Film Series (1994-2003)

Sam Raimi

as Writer in Spider-Man (2022)

Jon Watts

as Producer in Spider-Man (2022)

J.J. Abrams

as Director in Spider-Man (2022)

Crispin Glover

as Norman Osborn in Spider-Man (2022)

R. Lee Ermey

as J. Jonah Jameson in Spider-Man (2022)

John Lithgow

as Ben Parker in Spider-Man (2022)

Noah Schnapp

as Harold Osborn in Spider-Man (2022)

Meg Donnelly

as Gwen Stacy in Spider-Man (2022)

Miles Brown

as Miles Morales in Spider-Man (2022)

Mark Wahlberg

as Sandman in Spider-Man (2022)

Arnold Schwarzenegger

as Doctor Octopus in Spider-Man (2022)

Maggie Smith

as May Parker in Spider-Man (2022)

Sam Witwer

as Electro in Spider-Man (2022)

Jaeden Martell

as Spider-Man in Spider-Man (2022)