Hip Hopster

A person (usually a person of African American descent) who wears oversized reading glasses, gold chains, white tees (or white tees with a design that is reminiscent of Kanye West post-Late Registration era) throwback jackets, tight pants, high top adidas retro shoes, and a baseball cap with a flat brim.

Kanye West occasionally. Jay-Z sometimes. Other hip hopsters include- anyone you see in new york that fits this description

by herbinator August 19, 2009

Hipstress

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 04, 2009