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a condition suffered by working professionals who become mad with jealousy because they cannot participate in surprise-hipster-DJ revelry on random school nights.

hipster envy typically becomes a problem in your mid-30s, when you realize you actually require sleep.
Upon realizing that he could not go to a club to see a surprise DJ set by Diplo because he had to be at work early the next morning, Brian became overcome with hipster envy.
by hermjon November 08, 2010