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Old Money Inspired Fall Fashion Outfits For 2026

A man walking in Boston wearing a camel wool overcoat, cream cable knit turtleneck, and brown tailored trousers—classic old money fall style.

I learned this the hard way one October morning in Boston. And I wore a loud plaid shacket, chunky sneakers, and a beanie I thought looked “editorial.” And I caught my reflection in a café window and realised I looked like I was trying very hard. Not polished. Not timeless. Just… busy. That was the … Read more

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