 "Teardrops on My Guitar" was released on February 19, 2007 by Big Machine Records, as the second single from her self-titled debut album (2006).The song was later included on the international release of Swift's second studio album, "Fearless" (2008), and released as the second pop single from the album in the United Kingdom.It was inspired by Swift's experience with Drew Hardwick, a classmate of hers for whom she had feelings.