Lyric discussion by niccast 

He says "I bet her mama never told her why I'm going to try for an uptown girl" - what didn't her mama tell her? Why is he trying for an uptown girl (there's the obvious - they dress fancier, go to fancier restaurants and events, have nicer cars, etc. but is there something more I'm missing here?)

This interpretation would only come from? He doesn't think he's enough for her, plain and simple. It's his problem...

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