Suggestions by @chasestucki

Michael B. Jordan

as Rob Jackson in Quantico (2033)

Joseph Gordon-Levitt

as Harold Daniels in Quantico (2033)

Mckenna Grace

as Athena Stevens in Quantico (2033)

Jaeden Martell

as Sid Walker in Quantico (2033)

Isabela Merced

as Becky Gomez in Quantico (2033)

Drake

as Himself in That’s My Boy

Kirstie Alley

as Gwen Stacy in Spider-Man (1972-1977)

Lucille Ball

as Aunt May in Spider-Man (1972-1977)

Cary Grant

as Uncle Ben in Spider-Man (1972-1977)

Ed O'Neill

as Flash Thompson in Spider-Man (1972-1977)

Sidney Poitier

as Robbie Robertson in Spider-Man (1972-1977)

Susan Sarandon

as Betty Brant in Spider-Man (1972-1977)

Jerry Stiller

as J. Jonah Jameson in Spider-Man (1972-1977)

Bill Murray

as Eddie Brock in Spider-Man (1972-1977)

Clint Eastwood

as Flint Marko in Spider-Man (1972-1977)

Christopher Lee

as Dr Otto Octavius in Spider-Man (1972-1977)

Dick Van Dyke

as Norman Osborn in Spider-Man (1972-1977)

Rick Springfield

as Harry Osborn in Spider-Man (1972-1977)

Meryl Streep

as Mary Jane Watson in Spider-Man (1972-1977)

Jeff Bridges

as Peter Parker in Spider-Man (1972-1977)