Brown Or Black Leather Jacket Turned Into A Longer Decision Than It Had Any Right To Be

My sister called me on a Tuesday, which is not a day she calls, to ask a single question. Brown or black, for a leather jacket, and she needed the…

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My Chelsea Boots Fit Perfectly In The Shop And Then Betrayed Me By Week Two

The guy at the shoe store had that specific confidence that makes you trust someone you met four minutes ago. Leather stretches, he said, patting the toe of the boot…

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Board Shorts And What Goes Underneath Them Is Apparently A Whole Debate

My manager, who has never once complimented anything I wear, looked at my board shorts on a Friday dress down day, the one time a year our floor pretends casual…

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My Chelsea Boots Felt Tight For Weeks Before I Trusted Theyd Stretch

There is a specific ankle bone, mine, left foot, that spent three weeks in October convinced I had bought the wrong boots. Not sort of wrong. Fully, return label printed,…

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Loafers With Jeans Feels Like An Unwritten Rule Ive Been Quietly Breaking

A colleague asked me last month, over Slack, in the middle of an actual budget review, whether loafers “counted” as real shoes to wear with jeans or if she’d be…

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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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