“Should’ve Said No” was a last minute addition to Taylor Swift. The song is about a former lover of Taylor’s who cheated on her. She wrote this song in five minutes, and according to the song’s secret message in the album lyric booklet, the boy in question’s name is Sam. This is in reference to highschool flame, Sam Armstrong, who confirmed he had a relationship with Taylor. Some of the lines were things she actually said to him.
Taylor pictured here with Sam