Suggestions by @alamosimpson

John Lithgow

as Winston Churchill in The Twilight Zone (1990s) 3x27 - Person or Persons Unknown

Timothy Spall

as Winston Churchill in The Twilight Zone (1990s) 3x27 - Person or Persons Unknown

John Heard

as Mr. Cooper in The Twilight Zone (1990s) 3x27 - Person or Persons Unknown

Elliott Gould

as Doctor Koslenko in The Twilight Zone (1990s) 3x27 - Person or Persons Unknown

Jennifer Grey

as Wilma #2 in The Twilight Zone (1990s) 3x27 - Person or Persons Unknown

Mia Sara

as Wilma #2 in The Twilight Zone (1990s) 3x27 - Person or Persons Unknown

Molly Ringwald

as Wilma #1 in The Twilight Zone (1990s) 3x27 - Person or Persons Unknown

Mia Sara

as Wilma #1 in The Twilight Zone (1990s) 3x27 - Person or Persons Unknown

Matthew Broderick

as David Gurney in The Twilight Zone (1990s) 3x27 - Person or Persons Unknown

Kurtwood Smith

as Referee in The Twilight Zone (1990s)/1x27- The Big Tall Wish

Janet Hubert

as Frances Temple in The Twilight Zone (1990s)/1x27- The Big Tall Wish

Andre Braugher

as Thomas in The Twilight Zone (1990s)/1x27- The Big Tall Wish

Lisa Bonet

as Frances Temple in The Twilight Zone (1990s)/1x27- The Big Tall Wish

John C. McGinley

as Announcer in The Twilight Zone (1990s)/1x27- The Big Tall Wish

Sylvester Stallone

as Joey Consiglio in The Twilight Zone (1990s)/1x27- The Big Tall Wish

Tom Skerritt

as Joe Mizell in The Twilight Zone (1990s)/1x27- The Big Tall Wish

Stephen Root

as Jim in The Twilight Zone (1990s) 2x16 - A Penny for Your Thoughts

David Faustino

as Newsboy in The Twilight Zone (1990s) 2x16 - A Penny for Your Thoughts

Kurt Fuller

as Mr. Sykes in The Twilight Zone (1990s) 2x16 - A Penny for Your Thoughts

Steve Schirripa

as Truck Driver in The Twilight Zone (1990s) 1x32 - A Passage for Trumpet