Suggestions by @joshthomas

Kevin Bacon

as Hobgoblin in Spider-Man (90s film series)

Jennifer Connelly

as Black Cat in Spider-Man (90s film series)

Russell Crowe

as Kraven the Hunter in Spider-Man (90s film series)

Brad Fiedel

as Composer in Spider-Man (90s film series)

James Cameron

as Writer in Spider-Man (90s film series)

James Cameron

as Director in Spider-Man (90s film series)

Bruce Campbell

as Mysterio in Spider-Man (90s film series)

Matthew Lillard

as Carnage in Spider-Man (90s film series)

Skeet Ulrich

as Venom in Spider-Man (90s film series)

Dan Aykroyd

as Doctor Octopus in Spider-Man (90s film series)

Ethan Hawke

as Harry Osborn in Spider-Man (90s film series)

Nikki Cox

as Mary Jane Watson in Spider-Man (90s film series)

Reese Witherspoon

as Gwen Stacy in Spider-Man (90s film series)

Alicia Witt

as Mary Jane Watson in Spider-Man (90s film series)

Leonardo DiCaprio

as Spider-Man in Spider-Man (90s film series)

Jason Patric

as Charles Murphy in Spider-Man (80s film series)

Jami Gertz

as Sally Avril in Spider-Man (80s film series)

Burt Reynolds

as Montana in Spider-Man (80s film series)

Matthew Broderick

as Ned Leeds in Spider-Man (80s film series)

Kane Hodder

as Ox in Spider-Man (80s film series)