Miss Ann is an expression used inside the African-American community to refer to a white women (or sometimes a black woman) who is arrogant and condescending in her attitude.
The characteristics associated with someone called a "Miss Ann" include being considered "uppity", or in the case of a black woman, "acting white".
It was a pejorative way of commenting on imperious behaviour from white women, particularly when it came with racist undertones.
It is seldom used among young African-Americans today, instead the term Karen has come into further usage amongst people of all races in the United States.
Here the singer may be referring to the white woman, Ann Johnson, who mothered him as a young teenager, twisting the standard connotation in ambiguous ways.