The check shirt has a credibility problem that comes entirely from how badly most men wear it. Too big, too stiff, tucked in when it shouldn’t be, worn with the wrong trousers, and suddenly you’re dressed for a DIY project rather than anything with intent. Done right though, a check shirt is one of the hardest working pieces in a casual wardrobe. The pattern adds visual interest without requiring anything else to do the heavy lifting. We’ve been focused specifically on cuts that sit well untucked without looking sloppy, and checks that are considered enough to wear with tailoring if the occasion calls for it. Scale matters. Cloth weight matters. The way the collar behaves without a tie matters more than most people think. We’ve looked at everything from traditional tartans to quieter windowpane options that read as almost neutral from a distance. These are the ones that reward a closer look.

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