[conservativeharleyguy]

From this link: http://www.jimcrowhistory.org/resources/lessonplans/hs_es_etiquette.htm

"...White women allowed black servants and acquaintances to call them by their first names but with the word "Miss" attached as a modifier: "Miss Ann," "Miss Julie" or "Miss Scarlett," for example..."

That's the closest I could get. An old time Jim Crow term, turned on its head to mask their contempt.

Where I live in South Carolina, it's very common for everyone. All of our kids here call their friends' mothers some rotating combination of Ma'am, Mrs. (Jones, Smith, etc.), or Miss (Linda, Cindy, etc.), depending on the social situation, their level of familiarity, and parental attitudes. Most people here see it as a sign of endearment and respect for a parental friend.

However, in the context of the Obamanation, I'm sure it was intended to be derisive.

[Tex Pete]

Yep.

In the Deep South, it is very common for ladies to be called Miss Polly, Miss Suzanne, Miss Mary, etc., as a true sign of respect from kids. I guess blacks used to do the same thing with white ladies, and Miss Ann is just a mockery of that.