The essential business shoes for men

A business wardrobe is built on impeccable tailoring, but in the workplace every detail matters. Depending on the occasion or your style, the right shoes can make an outfit. These are the styles every man should own.

Must have shoes by BOSS Must have shoes by BOSS

Derby shoes

Derby shoes are considered to be the more casual choice for leather business footwear. However, a plain pair in a neutral colour such as black or dark brown will go with almost any outfit, making them a valuable investment.

Double monks

Shoes that fasten with double monk straps are unequivocally elegant. The traditional design is ideal for formal occasions where it's important to make an impression, and teams well with double-breasted or pinstriped suits.

Oxford shoes

Oxford shoes are the most versatile business footwear, since their streamlined shape works with all tailoring and will suit every occasion. Choose from plain leather or brogue detailing.


Loafers are a great choice to wear with tailoring thanks to their elegant shape and precise detailing, such as the strap on penny loafers, or tasselled designs. Wear them with invisible socks for a more nonchalant approach.


On more casual days or in creative environments, sneakers can be an appropriate choice for the office. But they should not be the sort you would go running in: opt for minimalist designs in premium leather.

Chelsea boots

Chelsea boots always look sleek and sophisticated, thanks to the design of their uppers, which have only minimal details. They will go well with slim tailored trousers, which maintain the streamlined effect.

Dress boots

Sturdy leather boots are perfect for dealing with more challenging weather such as rain or snow. Make them work-appropriate by selecting a pair in fine leather with minimal details.

Watch: The essential business shoes for men

Take a look at our video overview of this guide, covering all you need to know to get it right every time.