Teardrops On My Guitar by Taylor Swift explores the theme of unrequited love. Taylor expresses the pain and longing she feels for someone who doesn't reciprocate her feelings. The song centers around a boy named Drew, who is unaware of Taylor's affection for him and instead talks to her about another girl he's interested in. Key themes include heartache, longing, and the sadness of hidden emotions. Particularly poignant moments in the song include Taylor's reflections on how Drew doesn't notice her feelings and the chorus where she sings about how her tears fall on her guitar as she thinks about him. These moments highlight the deep emotional struggle of loving someone who sees you only as a friend.