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1.
When one engages in a conversation with someone who demonstrates very little, or no understanding whatsoever on the topic being discussed
Bill: I was chatting to Paul yesterday, man, he is really not all that bright!

Chris: Aah, did he show a high level of outsight again?
by simonf70 January 11, 2010
 
2.
something so confusing it is the opposite of insight
is fatima high? she's being really outsightful today.
by fakistan May 13, 2013