Suggestions by @superbat

Kristin Kreuk

as Liz Allan in Spider-Man (Season 3) (2003-2004)

Freddie Prinze Jr.

as Flash Thompson in Spider-Man (Season 3) (2003-2004)

Michael Rosenbaum

as Max Dillon in Spider-Man (Season 3) (2003-2004)

Adrien Brody

as Quentin Beck in Spider-Man (Season 3) (2003-2004)

Ben Affleck

as Flint Marko in Spider-Man (Season 3) (2003-2004)

John Glover

as Miles Warren in Spider-Man (Season 3) (2003-2004)

Kirsten Dunst

as Gwen Stacy in Spider-Man (Season 3) (2003-2004)

Hayden Christensen

as Harry Osborn in Spider-Man (Season 3) (2003-2004)

Mark Hamill

as Otto Octavius in Spider-Man (Season 3) (2003-2004)

Kevin Bacon

as The Green Goblin in Spider-Man (Season 3) (2003-2004)

Hugh Laurie

as Dr. Curt Connors in Spider-Man (Season 3) (2003-2004)

Mary Elizabeth Winstead

as Mary Jane Watson in Spider-Man (Season 3) (2003-2004)

Joseph Gordon-Levitt

as Peter Parker in Spider-Man (Season 3) (2003-2004)

Spoiler

as The Green Goblin in Spider-Man (Season 3) (2003-2004)

Spider-Man: No Way Home

as Live Action Movies in Add Anything

Sylvester Stallone

as Jonathan Kent in Man of Steel (2003)

David Mazouz

as Harry Osborn in Spider-Man (2020s TV Show)

John Glover

as Dr. Miles Warren in Spider-Man (Season 2) (2002-2003)

Wayne Knight

as Elihas Starr in Spider-Man (Season 2) (2002-2003)

Diane Keaton

as May Parker in Spider-Man (Season 2) (2002-2003)