Last month I was standing in line for coffee when I noticed the guy ahead of me—complete stranger, mid-thirties probably, nothing remarkable about his overall appearance. Navy sweater, gray pants,…
I was sitting in a diner on the Lower East Side last Thursday when this guy walks in wearing a top hat. Not like, an ironic beanie with a brim…
I watched my friend Mark navigate the most impressive quick-change routine I’ve ever seen outside of a Broadway theater. We’d met for coffee at 3pm – him dressed in…
I once had to change clothes in the back of a New York taxi between a product launch event and a dinner with a major advertiser. The driver caught my…
I spent the entirety of my cousin Mark’s wedding reception standing against a wall like some awkward middle schooler at his first dance. Not because I didn’t know anyone—half the…
The most unintentionally brutal style assessment I’ve ever witnessed happened at my uncle Bill’s retirement party five years ago. Uncle Bill—a good-natured corporate lawyer with a self-deprecating sense of humor—had…
I Wore the Same Thing Every Day for a Month and No One Noticed Let’s get something straight right off the bat—I am not, by nature, a minimalist. My closet…
I got a panicked text from my buddy Chris last Thursday night. “HELP. Got promoted to senior management. Meeting with CEO Monday. Entire wardrobe screams ‘junior analyst.’ No time to…
The precise moment I realized men’s style advice had become a dystopian nightmare was three years ago, scrolling through my Instagram feed at 1 AM. Every third post was essentially…