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Joaquin Grimes

The penny loafer is not just for navy blazers and fair weather. Give it a lugged sole, broaden the shape and it becomes one of autumn’s most versatile shoes. You retain the ease and polish of a slip-o...
About this Gig

The styling trick is to let the sole do the heavy lifting. Wear a black pair with cropped charcoal trousers and thick socks, or use brown and bordeaux leather to warm up washed denim and olive fatigues. The contrast is what makes the style work: a refined upper, a workwear sole and none of the usual loafer preciousness.