Brogues occupy that brilliant territory between smart and casual that very few shoes manage as convincingly. The perforated detailing, the lace up front, the slightly chunky sole. They look brilliant with tailored trousers, with jeans, with midi skirts. We’ve been into brogues consistently for years and we’ve accumulated strong opinions about which ones are worth it. These are the brogues that are properly made, properly comfortable after a brief wearing in period, and stylish in a way that doesn’t date.