Originally posted by waanderluster
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Try something he could use an upgrade on that doesn't have to fit so precisely. A wallet, watch, wool dress socks, undershirts (try ribbed tee or Mr. Porter), tie, pocket square... none of those things really have to "fit" to look good, they can be approximate. Unless you have his size dialed in, I would avoid coats, pants, dress shirts, and especially shoes.
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