Suggestions by @maxhedroom

Vincent Gallo

as Connie Nikas in Good Time (1997)

Christian Friedel

as The Joker in Batman: Caped Crusader

Tilda Swinton

as Hattie Tetch in Batman: Caped Crusader

Christopher Lambert

as Tiresias in The Odyssey (2006)

Casey Affleck

as Sinon in The Odyssey (1996)

Mario Van Peebles

as Polybus in The Odyssey (1996)

Quentin Tarantino

as Agamemnon in The Odyssey (1996)

Ted Levine

as Mentor in The Odyssey (1996)

Victor Argo

as Eumaeus in The Odyssey (1996)

Ice-T

as The Bard in The Odyssey (1996)

Harry Dean Stanton

as Tiresias in The Odyssey (1996)

Halle Berry

as Athena in The Odyssey (1996)

Jessica Lange

as Calypso in The Odyssey (1996)

Angela Bassett

as Helen of Troy in The Odyssey (1996)

Frank Oz

as Polyphemus in The Odyssey (1996)

Terry Gilliam

as Director in The Odyssey (1996)

Diane Venora

as Penelope in The Odyssey (1996)

James Woods

as Antinous in The Odyssey (1996)

Amanda Plummer

as Circe in The Odyssey (1996)

Tom Sizemore

as Menelaus in The Odyssey (1996)