Suggestions by @superbat

Tom Selleck

as Tony Stark in Avengers: Infinite Warriors (1988)

Jeff Goldblum

as Bruce Banner in Avengers: Infinite Warriors (1988)

Tears for Fears

as Soundtrack Music in X-Men: Age of Apocalypse (1988)

Ron Perlman

as Thanos in Avengers: Endgame (2000s)

Kate Beckinsale

as Natasha Romanoff in Avengers: Endgame (2000s)

John Wayne

as Captain America in MCU (Golden Age of Hollywood)

Vanity

as Monica Rembeau in Ms. Marvel: Captain Marvel (1985)

Angela Lansbury

as Aunt May in Daredevil and Spider-Man (1988)

Sally Pansing

as Betty Brant in Daredevil and Spider-Man (1988)

Morgan Freeman

as Robbie Robertson in Daredevil and Spider-Man (1988)

Patrick Stewart

as Adrian Toomes in Daredevil and Spider-Man (1988)

Bill Murray

as Quentin Beck in Daredevil and Spider-Man (1988)

Dabney Coleman

as J. Jonah Jameson in Daredevil and Spider-Man (1988)

Sharon Stone

as Karen Page in Daredevil and Spider-Man (1988)

Diane Lane

as Mary Jane Watson in Daredevil and Spider-Man (1988)

John Candy

as Foggy Nelson in Daredevil and Spider-Man (1988)

Willem Dafoe

as Zedediah Killgrave in Daredevil and Spider-Man (1988)

Mickey Rourke

as Benjamin Poindexter in Daredevil and Spider-Man (1988)

Aerosmith

as Soundtrack Music in Daredevil and Spider-Man (1988)

Isabelle Adjani

as Elektra Natchios in Daredevil and Spider-Man (1988)