This song is about the tendency of men to break the hearts of the women they love. It was written by Dave Berg, Deanna Bryant and Sarah Buxton and originally recorded by the latter on her EP Almost My Record.
Urban covered this for his Love, Pain & the Whole Crazy Thing album after his actress wife, Nicole Kidman suggested the song to him.
Keith Urban won a Grammy Award for Best Male Country Vocal Performance for his rendition of this song.
A version by contestant Cassadee Pope topped the iTunes chart in December 2012 after she performed the song on the singing contest show The Voice. It also entered the Hot 100 at #40 bettering Keith Urban's chart-placing by three places.