Leather Jackets Had Their Moment In The 90s And Apparently Never Really Left
My brother Sam paid ninety bucks for a “genuine leather” jacket at a mall store in 2019 because he wanted the Matrix look for a costume party, wore it exactly…
The Trench Coat Sits In An Awkward Spot Between Formal And Casual
The moment always arrives at the coat rack, not before. You’re standing in the front hallway at 8:10, client call at 9, dinner with people from business school at 7,…
Buttoning Both Buttons On A Blazer Is The One Rule Everyone Quietly Ignores
I bought a blazer off a resale app three months ago, gray, structured, the kind of thing that photographs like it costs more than it did, and the first thing…
Trading Floor Gilets Are Apparently Their Own Whole Uniform
“It’s just a fleece with the sleeves cut off, Diane, I don’t understand why you’re defending it like it’s a dinner jacket.” That was my brother-in-law, over Thanksgiving, watching some…
The Knee High Boots Thing Women Do Every Autumn Without Fail
It is 7:10 on the first properly cold morning of the year, the kind where your breath shows on the walk to the car, and you are standing in front…
Whether Brown Brogues Work With A Grey Suit Took Me Longer To Work Out Than It Should Have
People get remarkably worked up about brown shoes and grey suits, considering the actual stakes involved, which are approximately zero. Nobody has ever lost a job, a marriage, or a…
Brown Loafers Get Called A Universal Match, I Wanted To Test That Properly
I bought my first pair of brown loafers eleven years ago because a guy at the shoe counter told me they’d go with anything, and I believed him the way…
Why Every Finance Bro Ive Ever Met Owns The Exact Same Gilet
My uncle works in private equity, and years ago, when I told him I was starting to style corporate clients, he said, “Easy, just put them in a vest, it…
Whether Straight Guys Wear Cardigans Got Debated At A Barbecue
I have a specific memory of buying my dad a cardigan for Christmas, watching him wear it approximately four times, and thinking absolutely nothing of it, because why would I.…
Whether Guys Notice Knee High Boots Or Just Say They Do
For years I told anyone who’d listen that “do guys like knee high boots” was a fake question, invented by shopping blogs trying to sell boots, because men are basically…