My Tailor Had Opinions About My Suit And No Belt, I Wasnt Ready For That Conversation

The pins were already in my jacket sleeve when Dominic, my tailor for the last three years, took one look at the loops on my new suit trousers and asked…

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Suit Trousers Feeling Snug After Lunch Made Me Question The Fabric

I have genuinely spent longer thinking about my waistband than most people spend deciding whether to buy a house. I know this because I once stood in a fitting room…

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I Went Down A Rabbit Hole Trying To Find Out Who Invented The Wrap Dress

A woman at a dry cleaner’s counter in Cherry Creek, waiting behind me while I explained a stain situation I’d rather not detail here, looked at what I was wearing…

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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…

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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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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…

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Whether Leather Jackets Work On Men Or Just Look Like Trying Too Hard

My upstairs neighbor Dave owns a leather jacket he bought in 2019 and has worn approximately four times because he’s convinced it makes him look like he’s compensating for something.…

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Brown Shoes With Grey Trousers Got Questioned By A Colleague At Lunch

“That’s a bold choice for a Tuesday,” she said, looking at my feet like I’d shown up in cleats. I was wearing dark brown derbies with charcoal grey trousers, a…

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I Tried That Viral TikTok Dressing Method Where You Throw Everything on the Floor (Spoiler: My Silk Blouses Were Not Happy)

Let me take you back to last Tuesday. Imagine me – aged approximately 16 (in years I haven’t lived yet), watching teens on TikTok shove every piece of clothing they…

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The Perfect Green Shift Dress For Weekend Brunch

Four days until a trip I’m not even taking and I’m still standing in my own closet arguing with myself about a green shift dress, which is a very Miami…

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