She claimed she "just knew there was something about it" and chose to include it on Taylor Swift."I wrote it about this guy I was dating, and how we didn't have a song.Swift was 16 years old at the time of the album's release and wrote its songs during her freshman year of high school.Swift has writing credits on all of the album's songs, including those co-written with Liz Rose."Picture to Burn" and "Should've Said No" were released as the fourth single and fifth singles from the album, respectively, and both were successful on the country charts in the United States.Swift promoted the album by performing on tour as the opening act for artists such as Rascal Flatts, George Strait, Brad Paisley, and Tim Mc Graw and Faith Hill.In regards to the extensive radio tour, Swift commented, "Radio tours for most artists last six weeks. She opened for Rascal Flatts on several dates, from October 19 to November 3, 2006, included on the Me and My Gang Tour (2006–07), performing a total of five songs from the album."Teardrops on My Guitar" was released as the second single from Taylor Swift.
The deluxe edition contained three new songs: "I'm Only Me When I'm with You", "Invisible" and "A Perfectly Good Heart", the radio edits for "Teardrops on My Guitar", and "Our Song", and Swift's first phone conversation with Tim Mc Graw."Teardrops on My Guitar" received critical success for its memorable chorus and crossover potential, as well as commercial success by becoming the best-charting single from Taylor Swift on the Billboard Hot 100, peaking at number thirteen.