"Grey Street" is the third and final radio single from Dave Matthews Band off of their 2002 studio album, Busted Stuff. The first known recording of the song appears on the unofficially-released The Lillywhite Sessions, produced by Steve Lillywhite. The song revolves around the story of a girl who is consumed with feelings of loneliness, boredom and powerlessness. Color, and the lack thereof, are motifs in the song. The song has been played to date a total 264 times in concert, most often in 2000 and in 2002. Dave Matthews has also admitted that the song is inspired by the life of the poet Anne Sexton.