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2.
A northern liberal with good intentions who harbors racism but is oblivious to his or her part in institutionalized racism.
After Brown vs the Board of Education struck down the idea of schools being separate but equal the Connecticut Yankee thought about integrating his alma mater's basketball and football teams with newly available black players.
by Travis Laid December 12, 2011
 
1.
A person who lives, or was from Connecticut, who is so cheap with their money, they can squeeze fly shit off pepper.
1. A Connecticut Yankee uses both sides of a piece of toilet paper.

2. A Connecticut Yankee will serve the same exact meal to house guests two nights in a row to finish the leftovers.
by Showcase83 December 12, 2011