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 once showed up to a meeting at a Manhattan law firm wearing a perfectly respectable navy suit, white shirt, burgundy grenadine tie, and—plot twist—a pair of minimal white leather…
The first pair of sneakers I obsessed over weren’t even mine. They belonged to Marcus Dillard, this impossibly cool kid in my eighth-grade class who showed up one day wearing…
I once went on a first date with a woman who, within fifteen minutes of meeting me, looked down at my feet and said, “Ah, German Army Trainers. You’re either…
Two months ago, I got an invitation to a tech industry dinner in San Francisco. The dress code? “Smart casual.” Last weekend, my cousin’s wedding invitation arrived with the same…
The first cologne I ever bought was Drakkar Noir, which I’m not proud of, but it was 1998 and I was sixteen, so cut me some slack. I bought it…
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…
Last month, I moderated a panel at a menswear conference in Los Angeles with three industry heavyweights – a buyer from a luxury department store, a creative director from a…