Serious question: Are you black?
I'm white, and I don't feel safe driving in Mississippi after dark. '
Somewhat not-serious question: Can you ditch the wife?
Ole' Miss sorority girls are a sight to behold.
Speaking of, if you have any interest in William Faulkner, I think that there may be some things about his life in and around Oxford (Mississippi, that is).
Consider looking up back issues of Southern Living magazines on the internet and seeing what they have to say about various places on your proposed road trip. Most of their recommendations are pretty high-brow and are unlikely to result in extreme or long-term disappointment.
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