1. Counting Crows’ “Long December” – Courtney Cox
2. John Mellencamp’s “Key West Intermezzo” – Matthew McConaughey
3. Michael Bolton’s “Missing You Now” – Teri Hatcher
4. Savage Garden’s “I Knew I Loved You” – Kirsten Dunst
5. Hosier’s “Cherry Wine” – Sairshie Ronan
6. Sheryl Crow’s “Leaving Las Vegas” – Peter Berg
7. Roy Orbison’s “I Drove All Night” – Jennifer Connolly or Jason Priestley
8. Melissa Etheridge’s “Come to My Window” – Juliette Lewis
9. The Rolling Stones’ “Anybody Seen My Baby” – Angelina Jolie
10. Tom Petty and The Heartbreakers’s “Last Dance With Mary Jane” – Kim Basinger
11. The Pogues’ “Fairytale of New York” – Matt Dillon
12. The Foo Fighters’ “Breakout” – Traylor Howard
13. Cameo’s “Word Up” – LeVar Burton
14. Lenny Kravitz’ “If You Can’t Say No” – Milla Jovovich.
15. The Chicks’ “Goodbye Earl” – Jane Krakowski or Dennis Franz
16. Madonna’s “Papa Don’t Preach” – Danny Aiello
17. Train’s “Meet Virgina” – Rebecca Gayheart
18. Sixpence None The Richer’s “Kiss Me” – Rachel Leigh Cook
19. Stone Temple Pilots’ “Sour Girl” – Sarah Michelle Gellar
20. The Lemonheads’ “It’s A Shame About Ray”– Johnny Depp

The winner was Mike G., who got 17 correct!