Producer: Earthtone III
Whether we ever know how autobiographical the song is, or who it's about—Andre 3000 swears it’s not about the Badu family—"Ms. Jackson" is the kind of true-to-life song that drew much of its impact from how brutally honest it was about a situation so many people have lived through. The acknowledgment of baby-mama drama, however, isn’t what made "Ms. Jackson" the smash that made Outkast a household name. Andre’s playful, funky way with a melody tied a ribbon on the pain of breakups and custody battles that made it possible for people across America to smile while they sang along, "I'm sorry Ms. Jackson/Oooooh, I am fo' real!"
2. OutKast "Ms. Jackson" (2001)