Taylor Swift - Should've Said No

About "Should've Said No"

"Should've Said No" is a song written and recorded by the American singer-songwriter Taylor Swift for her self-titled debut studio album (2006). The song was released to US country radio as the album's fifth and final single on May 19, 2008, by Big Machine Records. Produced by Nathan Chapman, "Should've Said No" combines country rock, pop rock, and post-grunge with banjo and distorted guitars. The lyrics are about Swift's contempt for a cheating ex-lover.

Music critics praised the song's production and Swift's songwriting. "Should've Said No" was Swift's second number-one single on the Hot Country Songs chart and peaked at number 33 on the Billboard Hot 100. The single was certified platinum, for exceeding one million digital copies sold, by the Recording Industry Association of America (RIAA). It entered the singles charts in Canada and New Zealand.

Swift performed "Should've Said No" live at the 43rd Academy of Country Music Awards; the performance was recorded and released as the official music video. The song was also included in the set list of her first headlining tour, the Fearless Tour (2009–2010). She also sang the song as a guest star on the Jonas Brothers' Burnin' Up Tour; the performance was featured in the concert film Jonas Brothers: The 3D Concert Experience. In 2018, she included a mashup of "Should've Said No" and "Bad Blood" in the set list of her Reputation Stadium Tour.