Hipster has origins in 1940s jazz culture, and was then connected to non-conformity. He prides himself on being a hipster, always seeking out underground jazz clubs.
Pro Tip 2/3
Mildly Pejorative
Sometimes 'hipster' suggests trying too hard to be trendy, drawing mild mockery. I guess I'm a bit of a hipster since I only drink coffee from beans I've roasted.
Pro Tip 3/3
Counter-cultural
Hipsters often reject mainstream options in favor of more obscure choices. She's such a hipster, preferring vinyl records to digital music.