Suggestions by @milesyeargain

FAKE

as Nick Fury in Spider-Man: Shadows of Tomorrow (1999)

Angela Lansbury

as Aunt May Parker in Spider-Man: Shadows of Tomorrow (1999)

Adam Scott

as Harry Osbourne in Spider-Man: Shadows of Tomorrow (1999)

Alicia Witt

as Mary Jane Watson in Spider-Man: Shadows of Tomorrow (1999)

John Malkovich

as Vulture in Spider-Man: Shadows of Tomorrow (1999)

Doctor Octopus (Alfred Molina)

as Doctor Octopus in Spider-Man: Shadows of Tomorrow (1999)

FAKE

as Spider-Man in Spider-Man: Shadows of Tomorrow (1999)

Vince Vaughn

as Happy Hogan in Iron Man: Legacy of Steel (1998)

FAKE

as Nick Fury in Iron Man: Legacy of Steel (1998)

Clarence Gilyard Jr.

as War Machine in Iron Man: Legacy of Steel (1998)

Jennifer Jason Leigh

as Pepper Potts in Iron Man: Legacy of Steel (1998)

Billy Zane

as Justin Hammer in Iron Man: Legacy of Steel (1998)

Mel Gibson

as Whiplash in Iron Man: Legacy of Steel (1998)

Iron Man (Tom Cruise)

as Iron Man in Iron Man: Legacy of Steel (1998)

FAKE

as Spider-Man in Fantastic Four: Heroes Unite (1998)

FAKE

as Nick Fury in Fantastic Four: Heroes Unite (1998)

Johnny Depp (young)

as The Submariner in Fantastic Four: Heroes Unite (1998)

Wesley Snipes

as Black Panther in Fantastic Four: Heroes Unite (1998)

Keanu Reeves

as Silver Surfer in Fantastic Four: Heroes Unite (1998)

Liam Neeson

as Galactus in Fantastic Four: Heroes Unite (1998)