Chelsea Boots And Skinny Jeans Together Made Someone Raise An Eyebrow At Me

A client texted me a photo from a work event, black Chelsea boots, skinny jeans tucked slightly at the ankle the way they naturally sit, and asked “does this look…

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The Bottom Button Rule Followed My Cardigan Home From My Blazer, Apparently

I buttoned a cardigan on a client three weeks ago exactly the way I’d button a blazer. Top hole first, working down, skip the bottom one on instinct, like my…

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Blazers Have The Same Hidden Stitch As Trench Coats And I Never Noticed Either

I wore my brother Sam’s old blazer to a client dinner in March, sat down at the table, and felt it pull weird across the back like the fabric was…

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The Puffer Jackets Origin Story Is Weirder Than I Expected

My phone buzzed four times in about ninety seconds. My friend group chat, the one that exists mostly to argue about nothing, had landed on puffer jackets because someone had…

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The Trench Coats Military Origin Story Surprised Me More Than Expected

Someone on a menswear forum once told me, with total confidence, that Burberry personally designed the trench coat for officers in the trenches of World War I, sketched it himself,…

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The Cardigan Is Named After A Real Person And I Needed To Know Why

I’m standing in a fitting room with a $128 cardigan half buttoned, my phone in my other hand because I’d just typed “who is the cardigan named after” into Google…

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Theres A Stitch On The Back Of Your Trench Coat Youre Supposed To Cut, Nobody Warns You

Four days before a work trip to Chicago and I’m standing in my bedroom trying to figure out why my new trench coat looks like it’s wearing a fanny pack.…

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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,…

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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…

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