5. Manic Monday by The Bangles
Celebrity: Rudolph Valentino
This song constantly gets stuck in my head, it's definitely infectious.
4. Clark Gable by The Postal Service
Celebrity: Clark Gable
I'm still a little sad that this group will never make a second album.
3. Buddy Holly by Weezer
Celebrities: Buddy Holly, Mary Tyler Moore
I already loved Weezer, and then I learned they made a video where they sang on Happy Days.
2. One Week by Barenaked Ladies
Celebrities: LeAnn Rimes, Bert Kaempfert, Harrison Ford, Sting
This is one of those weird songs that is still entertaining even almost 15 years (!) later.
1. Vogue by Madonna
Celebrities: Greta Garbo, Marilyn Monroe, Marlene Dietrich, Joe DiMaggio, Marlon Brando, Jimmy Dean, Grace Kelly, Jean Harlow, Gene Kelly, Fred Astaire, Ginger Rogers, Rita Hayworth, Lauren Bacall, Katharine Hepburn, Lana Turner and Bette Davis.
I'm pretty sure she named every major actor/actress from the golden age of Hollywood.