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It’s tough to pull off a pocket square without coming off like a trad, but if you choose wisely, it can give a staid suit some much-needed playfulness. Our advice: nothing too flashy and per A Suitable Wardrobe, stay away from silk.

Which is why a touch of homemade can be extremely useful. Like cufflinks, this is an instance where you may find the best stuff on Etsy. These cotton squares range from chambray and navy stripe to more complex graphic patterns—depending on your irony tolerance—any one of which would go over pretty well at a holiday party, if tucked into an appropriately rugged blazer.

—R.B.

CONTRIBUTORS

  • Russell Brandom