The 50 Best Storytelling Rap Songs

35. Mos Def "Ms. Fat Booty" (1999)

Album: Black on Both Sides
Producer: Ayatollah
Label: Rawkus/Priority

"Ms. Fat Booty," the lead single off Mos Def's debut solo album Black on Both Sides catalogs the peaks and valleys of a relationship between Mos and a girl with an "ass so fat that you could see it from the front." In the first verse she plays him out when he asks for a dance, but upon meeting for the second time things go better, and the two finally hit it off. Things go smoothly until the end of the second verse when, months into the relationship, Ms. Fat Booty vanishes completely. With her whereabouts unknown, Mos is eventually informed by a friend that he had found her... working a scandalous girl-on-girl show at a strip club.

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