Suggestions by @jasminepink

Hugh Laurie

as Flash Thompson in Spider-Man (80s)

Maggie Smith

as Aunt May in Spider-Man (80s)

Jessica Tuck

as Gwen Stacy in Spider-Man (80s)

Patrick Dempsey

as Harry Osborn in Spider-Man (80s)

Eric Allan Kramer

as Eddie Brock in Spider-Man (80s)

Jim Beaver

as Norman Osborn in Spider-Man (80s)

Robert Zemeckis

as Director in Spider-Man (80s)

Johnny Depp

as Peter Parker in Spider-Man (80s)

Spike Lee

as Nick Fury in Comic Book Movie Directors

Chad Stahelski

as The Punisher in Comic Book Movie Directors

Bryan Singer

as X-Men in Comic Book Movie Directors

J.J. Abrams

as Superman in Comic Book Movie Directors

Paul Greengrass

as The Incredible Hulk in Comic Book Movie Directors

Christopher Nolan

as Batman in Comic Book Movie Directors

Ansel Elgort

as Vito Corleone in The Only Way to Reboot The Godfather

Jennifer Connelly

as Betty Ross in The Incredible Hulk

Jon Hamm

as Batman in Alternate Casting: Dark Knight Trilogy

Ashton Kutcher

as Steve Jobs in Apple

Tricia Helfer

as Jennifer Walters in Hulk

J.K. Simmons

as J. Jonah Jameson in Spider-Man 2 (2014)