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1.
A term used to describe a female hipster
That hipstress over there is looking fine in her plaid shirt and her thrift store skinny pants.
by Herbinator March 03, 2009
 
2.
A hipster mistress; often of a professor or other intellectual
Did you see the bedroom eyes she was giving Professor Williams? She is totally his hipstress. His wife HATES her.
by MacDeee July 27, 2006