Surprise
May 9 Warner Bros. Records releases "Surprise", the eleventh solo studio album by American singer-songwriter Paul Simon
Music Concert
May 19 Rock for the Rainforest benefit concert held at Carnegie Hall, NYC; performers include: Sting, James Taylor, Billy Joel, Sheryl Crow, and Lenny Kravitz
- May 20 51st Eurovision Song Contest: Lordi for Finland wins singing "Hard Rock Hallelujah" in Athens
Academy of Country Music Awards
May 23 41st Academy of Country Music Awards: Kenny Chesney, Sara Evans and Keith Urban win
Music Concert
May 29 Singer David Bowie joins guitarist David Gilmour as special guest during encore at Royal Albert Hall, London concert; they perform "Arnold Layne" and "Comfortably Numb" in what becomes Bowie's final UK appearance
Country Singers
Jazz Singers
Opera Singers
Pop Singers
Rappers
Rock Singers