Teardrops on My Guitar

"Teardrops on My Guitar" is a song by the American singer-songwriter Taylor Swift, originally released as part of her debut studio album, Taylor Swift (2006). Big Machine Records released the song to country radio on February 20, and to pop radio on November 9, 2007, as the second single from Taylor Swift in the United States. An international mix was released as part of the international edition of Swift's second studio album, Fearless, in 2009.

Swift wrote "Teardrops on My Guitar" with Liz Rose. Inspired by her feelings for a high-school classmate, the lyrics depict an unrequited love. Nathan Chapman produced the track, which is a gentle acoustic guitar–driven ballad that incorporates mandolin, fiddle, electric guitar, and hushed steel guitar; the version released to pop radio features a drum loop. Music critics disputed the country genre classification and categorized it as pop or soft rock; they generally complimented Swift's vocals and songwriting for earnestly portraying teenage heartbreak.

In the United States, the single peaked at number 13 on the Billboard Hot 100 chart, reached the top 10 on the Pop Songs chart to become Swift's first pop crossover hit, and was certified triple platinum by the Recording Industry Association of America. It charted and received certifications in Canada and the United Kingdom. Trey Fanjoy directed the music video, which stars Swift as a heartbroken girl after learning that her love interest is in a relationship. Swift performed "Teardrops on My Guitar" on the Fearless Tour (2009–2010) and during several concerts of her later tours.