Suggestions by @skytalk

Alan Parker

as Director in Weapons (1995)

Kaley Cuoco

as Classmate in Weapons (1995)

Francis Ford Coppola

as Director in Weapons (1995)

David Cronenberg

as An Officer in Weapons (1995)

Howard Shore

as Composer in Weapons (1995)

David Cronenberg

as Director in Weapons (1995)

Dennis Hopper

as Ed in Weapons (1995)

Bonnie Hunt

as Alex's mother in Weapons (1995)

Dylan Baker

as Alex's father in Weapons (1995)

Viggo Mortensen

as Paul in Weapons (1995)

Matthew Modine

as Terry in Weapons (1995)

George Takei

as Marcus in Weapons (1995)

Kieran Culkin

as Matthew in Weapons (1995)

Elijah Wood

as Matthew in Weapons (1995)

Joseph Mazzello

as Matthew in Weapons (1995)

Patti LuPone

as Donna in Weapons (1995)

Madonna

as Erica in Weapons (1995)

Maureen O'Hara

as Aunt Gladys in Weapons (1995)

John Cusack

as James in Weapons (1995)

Val Kilmer

as Paul in Weapons (1995)