Ask a Hipster

Stick it to the man

Define cool by skipping your boss's approval.

Dear Hipster: I want to quit my job, but my asshole boss intimidates me. He’s mentally manipulative — his trick is making me feel like I’ve failed him — and I don’t want to end ...

Shame cycle

The sinister logic behind the legitimization of sandalsocks.

Dear Hipster: The weather cooled over the weekend, and I saw an otherwise fashionable person wearing socks and sandals the other day. Since when did that become cool? — Daryl, La Jolla Fashionable people are ...

Excess sincerity

Football is too real for the hip.

Dear Hipster: Do hipsters like football? Not soccer. Football. — Andy There are some hipsters who enjoy a bit of armchair quarterbacking, but they tend to refer to it as “American football” in order to ...

In defense of brunch

Must we now give brunch a Viking funeral?

Dear Hipster: So, I’m starting to hear of the so-called “anti-brunch movement,” a backlash against brunch, and I have to wonder, what the heck am I supposed to do on Sunday morning if brunch becomes ...

Wouldn't it be funny?

Dear Hipster: Why are hipsters such frauds that they can’t do anything they want without first saying, “Wouldn’t it be funny if. . .” (Everything you do isn’t funny. But YOU are.) — John Doe, ...

You asked

Letter writers push the columnist into Einstein territory

Dear Hipster, There IS a word for being into something before it was cool. It’s precoolcious. I know because I am. — Cherry, La Mesa The word Stephen in Hillcrest is looking for to describe ...

Biologic, not stylistic?

Mainstream or not, the "hipster family" is all in the timing.

Dear Hipster: Is “hipster family” a contradictory term? If not, what are the criteria for said title? — Maddie, Golden Hill Well, @HipsterFamily tweeted some random Tagalog in 2013, then fell silent after a string ...

Riding while hip

Vintage values are bad for business.

Dear Hipster: If you were a bicycle, what kind of bicycle would you be? — Katie, Hillcrest You’re probably thinking I’ll say, “Vintage fixed-gear conversion” or maybe “Reproduction pennyfarthing,” but you would be wronger than ...

Nothing ironic about saying exactly what you mean

Some people need things to matter.

Dear Hipster: As you well know, people accuse hipsters of being terminally ironic. I watched the Onion video you referenced last week, and I felt like the idea of going to Applebee’s “ironically” wasn’t quite ...

That which is cool must first pass through uncoolness

Olive Garden and the rules of ironic redemption, plus breadsticks.

The guy with cheap plastic glasses and Bigfoot, in skinny jeans, at Olive Garden.

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