If you’re the kind of guy who likes his chinos colourful, then the sudden shift to black shoes can feel a bit severe. “Oxfords would only ever work with very slim black jeans, and even then you’re going to look like a forgotten member of the Libertines.” If you insist on black shoes with your dark denim, then it’s best to go for something like Chelsea boots or Dr. “A derby looks better than an Oxford as it’s a bit chunkier and more relaxed,” says McDonald. If you’re going to wear black shoes with chinos in the brown spectrum, then stick to less formal styles. Despite what some folks think, wearing black with blue won’t bruise your sartorial ego, although stick to darker shades of navy rather than something more celebratory, like royal blue.Ĭasual trousers are trickier. “They also team well with grey or charcoal tailoring, particularly in more formal offices,” says McDonald. To start from the top down, black should be your go-to for black tailoring, whether you need something for black tie or just a formal work shoe. “And that limits what other clothes you can wear them with.” You can think of them a little like a black blazer they look great dressed up, but try them with jeans and you begin to look like a street magician. “A pair of black Oxfords is probably the most dressed-up shoe you can have in your wardrobe,” says Luke McDonald, stylist at men’s online styling service Thread. In almost every circumstance, black shoes are the smartest version in any category. Bold shoes are easier to pull off if you’re not also wearing a Hawaiian shirt.
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