U Should've Known Better

"U Should've Known Better" is a song by American R&B singer Monica. It was written by Monica, Jermaine Dupri and Harold Lilly and produced by Dupri for her original third studio album, All Eyez on Me (2002), featuring additional production by Bryan Michael Cox. As the album was retooled, the song was one out of five original records that were transferred into a new version, entitled After the Storm (2003).

The song was released as the fourth and final single from After the Storm in May 2004. Monica's first balladic release in over five years, "U Should've Known Better" peaked at number 19 on the U.S. Billboard Hot 100 and number 6 on the Hot R&B/Hip-Hop Singles & Tracks chart, becoming the album's second-biggest single release.