"Oh, Pretty Woman" is a song, released in 1964, which was a worldwide success for Roy Orbison. Recorded on the Monument Records label in Nashville, Tennessee, it was written by Roy Orbison and Bill Dees. The song spent three weeks at number one on the Billboard Hot 100. The best-known guitar performance was by Wayne Moss later of Barefoot Jerry. Although the official recording appeared in 1964, the Beatles recalled Orbison's having written and performed the song during a mid-1963 tour of the UK which included both acts.
Orbison posthumously won the 1991 Grammy Award for Best Male Pop Vocal Performance for his live recording of the song on his HBO television special Roy Orbison and Friends, A Black and White Night. In 1999, the song was honored with a Grammy Hall of Fame Award and was named one of the Rock and Roll Hall of Fame's 500 Songs that Shaped Rock and Roll. In 2004, Rolling Stone magazine ranked it #222 on their list of the "500 Greatest Songs of All Time."