Suggestions by @nicklewandowski

Doris Day

as Bo- Peep in Toy Story (1955 Live Action Movie)

Kirk Douglas

as Buzz- Lightyear in Toy Story (1955 Live Action Movie)

James Stewart

as Woody in Toy Story (1955 Live Action Movie)

Maya Angelou

as The Oracle in The Matrix (1999 Re-Casting Call)

Ving Rhames

as Dozer in The Matrix (1999 Re-Casting Call)

Willem Dafoe

as Agent Smith in The Matrix (1999 Re-Casting Call)

Milla Jovovich

as Trinity in The Matrix (1999 Re-Casting Call)

Brandon Lee

as Neo in The Matrix (1999 Re-Casting Call)

Rick Moranis

as INS Agent in Men In Black (1983 Casting Call)

Redd Foxx

as MIB Guard in Men In Black (1983 Casting Call)

Eddie Van Halen

as Alien Celebrity On TV #8 in Men In Black (1983 Casting Call)

Jamie Lee Curtis

as Dr. Laurel Weaver in Men In Black (1983 Casting Call)

Nancy Reagan

as Alien Celebrity On TV # 7 in Men In Black (1983 Casting Call)

Tiny Tim

as Alien Celebrity On Tv #6 in Men In Black (1983 Casting Call)

Marlon Brando

as Alien Celebrity On TV #3 in Men In Black (1983 Casting Call)

Kareem Abdul-Jabbar

as Alien Celebrity On TV #2 in Men In Black (1983 Casting Call)

David Bowie

as Alien Celebrity On TV #1 in Men In Black (1983 Casting Call)

Jerry Stiller

as Rosenthal in Men In Black (1983 Casting Call)

Robin Williams

as Alien Celebrity On TV #5 in Men In Black (1983 Casting Call)

Madonna

as Alien Celebrity On TV #4 in Men In Black (1983 Casting Call)