1. Barbra Streisand won an Oscar for her lead performance in this 1968 musical.: "Funny Girl"
2. Shirley Bassey, Tom Jones, Nancy Sinatra, and John Barry contributed theme songs to this still-active film series starring what character?: James Bond
3. Annette Funicello starred in a series of teen comedies with what singer?: Frankie Avalon
4. What 1968 concert film featured performances by Jimi Hendrix, Janis Joplin, the Mamas and the Papas, and The Who?: "Monterey Pop"
5. Frank Sinatra, Dean Martin, Sammy Davis Jr., and eight more stars romped through this crime comedy from 1960.: "Ocean's Eleven"
6. Jazz singer Louis Prima voiced what swingin' character in "The Jungle Book?": King Louie
7. What was the name of the musical being produced in "The Producers?": "Springtime For Hitler"
8. What song did Audrey Hepburn sing in "Breakfast at Tiffany's?": "Moon River"
9. Which Beatle goes for a walk in "A Hard Day's Night?": Ringo
10. And which Beatle gets "shrunk" in "Help!?": Paul
11. What future superstar actor co-starred with The Monkees in "Head?": Jack Nicholson
12. Did Julie Andrews win her Oscar for "Mary Poppins," "The Sound of Music," or "Star!?": "Mary Poppins"
13. This duo performed most of the music for "The Graduate.": Simon and Garfunkel
14. This adaptation of a Leonard Bernstein stage musical won the Best Picture Oscar for 1961 and also received supporting actor, supporting actress, and directing Oscars.: "West Side Story"
15. The 1968 sci-fi classic "2001: A Space Odyssey" featured classical music on the soundtrack, including "Also Sprach Zarathustra" and "The Blue Danube Waltz." What was the last name of the composers of both pieces?: Strauss
16. This Scottish singer acted in and sang the title theme from "To Sir With Love" in 1967: Lulu
17. What was the theme song, sung by B.J. Thomas, of "Butch Cassidy and the Sundance Kid?": "Raindrops Keep Fallin' On My Head"

Bonus: Elvis Presley sang "Bossa Nova Baby," "The Bullfighter Was A Lady," and "I Think I'm Gonna Like It Here" in this 1963 movie in which he starred as a...circus performer?: "Fun In Acapulco"