Should've Said No is a song written and recorded by American singer-songwriter Taylor Swift. The song serves as the fifth and final single from her self-titled debut studio album. The song is about Swift addressing her former lover, who cheated on her. It became her second number-one single on the Billboard Hot Country Songs chart, and was a Top 40 hit on the Billboard Hot 100. In addition, "Should've Said No" has been certified platinum by the Recording Industry Association of America (RIAA). The song is included in the concert film Jonas Brothers: The 3D Concert Experience, and in the soundtrack to the movie. An alternate version of the song was released on her extended play Beautiful Eyes. As of November 2014, it has sold 1.4 million copies in the United States.
Roger Holland of PopMatters said that "Should've Said No" is "a truly splendid pop-rock song wrapped up in an almost entirely spurious country arrangement." Chris Neal of Country Weekly believed "Should've Said No" and her previous single "Picture to Burn", were the most immediately striking songs on Taylor Swift. Alison Bonaguro of the Chicago Tribune named the song along with "Teardrops on My Guitar" and "Invisible" as "revenge songs," and commented that Swift's themes stayed the same throughout the concert. Country music blog Engine 145 gave the song a "thumbs down" review. Reviewer Matt C. criticized the production as being "too loud", and thought that Swift's vocals were overly reliant on pitch correction and "not amenable" to the song's concept.