Suggestions by @ringothedrummer

Christian Bale

as Duke Leto Atreides in Dune

Dominic Sessa

as Paul Atreides in Dune

Kingpin (Wilson Fisk)

as John Candy in What if this actor played

King Faraday

as Shea Whigham in What if this actor played

Edward Blake/The Comedian

as Shea Whigham in What if this actor played

William Stryker

as Shea Whigham in What if this actor played

Nicolas Cage

as Dennis Hopper in Tomorrow Comes Today

Chukwudi Iwuji

as Metatron in Dogma

Erin Kellyman

as "Dorothy" in Yesterday’s Death Today

Cedric the Entertainer

as Burnley "Burn" Davidson in Yesterday’s Death Today

Margaret Qualley

as Misty in Yesterday’s Death Today

Austin Abrams

as Jay in Dogma

Lucas Hedges

as Loki in Dogma

Joe Keery

as Azrael in Dogma

Lee Pace

as Taskmaster in The Avengers

Sophia Lillis

as Squirrel Girl in The Avengers

Tyler, The Creator

as Guildenstern in Hamlet

Fionn Whitehead

as Prince Hamlet in Hamlet

Jay McCarrol

as Second Gravedigger in Hamlet

Matt Johnson

as First Gravedigger in Hamlet