If you could only wear one shoe for the rest of your life, a derby wouldn’t be the worst choice. A pair of derby shoes would be a better choice. Working equally well for work, the weekend or a wedding, derby shoes can be dressed up and down to fit nearly every occasion. What separates a derby from an oxford is the open laces, which can feel a little more casual than the closed laces of an oxford. If you do plan to own a pair of both, your best bet is a black oxford, which means you should opt for a brown derby, so that your two-shoe-wardrobe runs the gamut.
THE DERBY SHOE: H BY HUDSON, $160
A brown derby is one of the most versatile shoes a man can have in his closet.
Wear it well: Keep it classic for work by pairing your derbies with a navy suit.
Wear it well: A fun jacket over your work clothes can make any outfit ready for a night out.
Wear it well: Elevate your tee and jeans with a sleek shoe and soft yet structured jacket.
Wear it well: Go business casual with colorful chinos and a tailored denim shirt.
Wallet: First Settlement Goods, $148
Wear it well: Roll up your jeans and skip the socks for a rakish look.