She was his classmate at Hendersonville High School in Tennessee and they went out before he dated classmate Chelsea who would later become his wife.
"Picture to Burn" was inspired by Swift's high school boyfriend Jordan Alford with whom Swift did not establish a formal romantic relationship. Swift performed "Picture to Burn" live as an opening act to other country-music artists' tours, and included it in the set list of her first headlining tour, the Fearless Tour (2009–10). The video has Swift and her band performing with pyrotechnics as a backdrop. The music video for "Picture to Burn" was directed by Trey Fanjoy and features Swift fantasizing about taking revenge on her ex-boyfriend after she discovers him with another woman. It peaked within the top 50 in Canada, where it was certified gold. In the United States, the single peaked at number 28 on the US Billboard Hot 100 and number three on the Hot Country Songs chart, and was certified double platinum by the Recording Industry Association of America (RIAA).
Music critics praised the song's production and lyrics for earnestly depicting teenage feelings. The original album version of "Picture to Burn" contained the lyric, "That's fine I'll tell mine you're gay," which was modified to "That's fine You won't mind if I say," on the radio edit and subsequent versions. Musically, the country rock track features prominent plunking banjo and distorted guitars.
For the lyrics, which narrate a protagonist's contempt for an ex-lover, Swift was inspired by the narcissistic and cocky nature of a high-school classmate of hers. The song was released as the album's fourth single on February 4, 2008, by Big Machine Records. It was written by Swift and Liz Rose, and produced by Nathan Chapman. " Picture to Burn" is a song by American singer-songwriter Taylor Swift, taken from her self-titled debut studio album (2006).
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