Suggestions by @joshthomas

Julian Bleach

as Davros in Fourteenth Doctor Era

Claes Bang

as The Valeyard in Fourteenth Doctor Era

Benedict Cumberbatch

as The Valeyard in Fourteenth Doctor Era

Sacha Dhawan

as The Master in Fourteenth Doctor Era

Timothée Chalamet

as Harry Osborn in Spider-Man: Blue

David Thewlis

as Miles Warren in Marvel Studios' Spider-Man: Blue Christmas (Disney+)

Jason Isaacs

as Norman Osborn in Marvel Studios' Spider-Man: Blue Christmas (Disney+)

Skeet Ulrich

as Stanley "Stan" Carter☠ in Marvel Studios' Spider-Man: Identity Crisis

Kyle Chandler

as George Stacy☠ in Marvel Studios' Spider-Man: Identity Crisis

Sabrina Carpenter

as Gwendolyne "Gwen" Stacy in Marvel Studios' Spider-Man: Identity Crisis

Jason Isaacs

as Norman Osborn in Marvel Studios' Spider-Man: Identity Crisis

Timothée Chalamet

as Harry Osborn in Marvel Studios' Spider-Man: Identity Crisis

John Cena

as Flint Marko in Marvel Studios' Spider-Man: Identity Crisis

Sydney Sweeney

as Felicia Hardy in Marvel Studios' Spider-Man: Identity Crisis

Drew Goddard

as Writer in Marvel Studios' Spider-Man: Blue Christmas (Disney+)

Jon Watts

as Director in Marvel Studios' Spider-Man: Blue Christmas (Disney+)

Timothée Chalamet

as Harry Osborn in Marvel Studios' Spider-Man: Blue Christmas (Disney+)

Sabrina Carpenter

as Gwendolyne "Gwen" Stacy in Marvel Studios' Spider-Man: Blue Christmas (Disney+)

Taika Waititi

as Producer in Monkey Island

Anya Taylor-Joy

as Elaine Marley in Monkey Island