Lawrence of Arabia (1962) themes; Peter O'Toole

Medley One: Paul Newman, Robert Redford in Butch Cassidy and the Sundance Kid (1969);
Keir Dullea and "Hal" in 2001: A Space Odyssey (1968);
Cool Hand Luke (1967)- Paul Newman sings "Plastic Jesus", Strother Martin; Gregory Peck, Mary Badham in To Kill a Mockingbird (1962)

Medley Two: West Side Story (1961) - Jimmy Bryant
sings "Maria" (for Richard Beymer);
Audrey Hepburn sings "Moon River" from Breakfast at Tiffany's (1961);
Julie Andrews sings the title song from The Sound of Music (1965)

Medley Three: Louis Armstrong, Barbra Streisand
sing the title song from Hello Dolly (1969);
My Fair Lady (1964) - "I Could Have Danced All Night" sung by Marni Nixon (for Audrey Hepburn)