Two official music videos were created for the song. The first version, released in April 2002 (2002-04), was directed by Chris Robinson. The second version, released in July 2002 (2002-07), was directed by Jessy Terrero.
According to the song's producers Carvin & Ivan, the song was originally offered to Dru Hill member Larry "Jazz" Anthony who was set to record a solo album for Def Jam Recordings. He initially refused on recording the song for his solo debut, rejecting the sample of "Vivre Pour Vivre" in favor of wanting it played with live instruments. Anthony then dropped the song from his album and "Halfcrazy" was later rewritten with new verses by Musiq.