Dear Hipster: Although I love dining out, I haven’t been to a restaurant since March. At first, everything was closed, and I spent all this time pondering when I would be able to go and ...

For whatever reason, I receive a steady trickle of bizarrely ordinary inquiries. I suspect people fire them off for no other reason than that they can. How can something be “bizarrely ordinary,” you ask? Aren’t ...

Dear Hipster: I’ll probably out myself as an aging hipster has-been here, but I have to ask: is there a word for the feeling you get when you hear kids talking about stuff that used ...

Hey Hipster: Maybe I’m losing my mind because I’ve been locked out of my Amazon account for a week, and have thus been deprived of all the mindless streaming video entertainment that might distract my ...

Dear Hipster: I was reading the twitface newsfeed nonsense about Elon Musk and Grimes naming their baby a string of alphanumeric characters. Now, I don’t really care one way or the other about celebrities vying ...

Dear Hipster: Considering the ubiquity of pandemic-related news coverage, which has even started to infiltrate something as innocuous and not-particularly-newsworthy (no offense, obviously) as Ask a Hipster, I thought I might throw you a bone ...

Dear Hipster: If I were to spend my quarantine trying to master an incredibly complicated game (you know, the kind of thing everybody always says it takes a lifetime to master), would it be cooler ...

Dear Hipster: You may be too much of a young’un to remember the tribute album craze of the 1990s, which really extended well into the Aughts, but I sure do, and not altogether unfondly! Some ...

Dear Hipster: The recent warmth and sunlight have rekindled the smoldering passion in my heart for my one true love: ice cream. I adore all the flavors, even the weird ones that maybe ought not ...