Suggestions by @johnnyredacted

David Lynch

as Director in Slaughterhouse-Five

Miles Teller

as Billy Pilgrim in Slaughterhouse-Five

Denis Villeneuve

as Director in The Shining

Jake Gyllenhaal

as Jack Torrance in The Shining

Amanda Seyfried

as 2000's in Actresses who could play Barbie.

Glenn Howerton

as Dwayne Hoover in Breakfast of Champions

Edward Norton

as Norman Osborn in MCU Spiderman Foes (Uncasted)

Alexander Skarsgård

as Gilderoy Lockhart in Harry Potter (HBO Max Series)

Willem Dafoe

as Garrick Olivander in Harry Potter (HBO Max Series)

Zoë Kravitz

as Belatrix Lenstrange in Harry Potter (HBO Max Series)

Edgar Wright

as Director in Jojo's Bizarre Adventure

Barry Keoghan

as Luigi in Super Mario Bros

Rachel Sennott

as Mario in Super Mario Bros

Benny Safdie

as Basil Hallward in Oscar Wilde's The picture of Dorian Gray

Paul Thomas Anderson

as Director in Oscar Wilde's The picture of Dorian Gray