Lyric discussion by zer0vector 

This song is obviously about Charles Mason and Jeremiah Dixon, two British astronomers sent to the new world to survey the border between Pennslyvania and Maryland to settle a bet or a territorial dispute or something of that nature. The original line had nothing to do with North-South/Slave-No Slave, it was drawn over 100 years before the Civil War, and did not extend farther east or west than the borders of Pennslyvania. It later got the colloquial usage as the North-South line, but despite what some say, I don't think that is what this song is about.

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