Suggestions by @nolanmassey

Robert Redford

as Contractor in The Twilight Zone (1990s) 3x16 - Nothing in the Dark

Ernie Sabella

as Pumbaa in Mufasa: The Lion King (1990's)

Nathan Lane

as Timon in Mufasa: The Lion King (1990's)

Steven Spielberg

as Director in The Twilight Zone (1990s) 3x14 - Five Characters in Search of an Exit

Jim Varney

as the Hobo in The Twilight Zone (1990s) 3x14 - Five Characters in Search of an Exit

Chris Farley

as The Clown in The Twilight Zone (1990s) 3x14 - Five Characters in Search of an Exit

Willem Dafoe

as The Clown in The Twilight Zone (1990s) 3x14 - Five Characters in Search of an Exit

John Candy

as The Clown in The Twilight Zone (1990s) 3x14 - Five Characters in Search of an Exit

Tommy Lee Jones

as the Major in The Twilight Zone (1990s) 3x14 - Five Characters in Search of an Exit

Sacha Baron Cohen

as the Major in The Twilight Zone (1990s) 3x14 - Five Characters in Search of an Exit

Burt Reynolds

as the Major in The Twilight Zone (1990s) 3x14 - Five Characters in Search of an Exit

Tom Selleck

as the Major in The Twilight Zone (1990s) 3x14 - Five Characters in Search of an Exit

Lion

as The Lion in The Twilight Zone (1990s) 3x12 - The Jungle

Donald Sutherland

as Teague in The Twilight Zone (1990s) 3x11 - Still Valley

Dom DeLuise

as Ramos Clemente in The Twilight Zone (1990s) 3x6 - The Mirror

Steven Spielberg

as Writer in The Twilight Zone (1990s) 3x8 - It's a Good Life

Jonathan Taylor Thomas

as Anthony Fremont in The Twilight Zone (1990s) 3x8 - It's a Good Life

Elijah Wood

as Anthony Fremont in The Twilight Zone (1990s) 3x8 - It's a Good Life

Macaulay Culkin

as Anthony Fremont in The Twilight Zone (1990s) 3x8 - It's a Good Life

Winona Ryder

as Jennifer Check in Jennifer’s Body (1989)