[2] Originally recorded by and for R&B singer Nivea for her 2005 second album, Complicated,[3] it was eventually handed over to Cole.

[4] When asked about how the song ended on her album, Cole elaborated in an interview with MTV News that "Daron did a song with Kelly Price that I was a big fan of [...] So I saw him at a video shoot one day and asked if I could work with him.

[11][12] Cole reunited with Benny Boom, director of her previous music video for "(I Just Want It) To Be Over," to film a visual for "I Should Have Cheated.

Rapper and friends Free as well as writer Daron Jones and Quinnes Parker also make appearances.

[2] In the clip, Cole finds bits of evidence that show her what her man is up to, because of various cell phone messages and movie stubs.