Men's Guide to Shoes

Men’s shoes are not a detail; they are a structural element of dress. If you understand their construction and purpose, you will make fewer mistakes and buy more intelligently. It belongs to the basic knowledge of a cultivated man to be familiar with these distinctions and to apply them correctly.

Oxford

The Oxford is the formal reference point. Its defining feature is closed lacing, where the eyelet tabs are stitched beneath the vamp, which creates a narrow opening and a clean line. This construction makes the shoe appropriate for business suits and formal occasions. It looks elegant. Too elegant to be combined with jeans. I’d generally advice you to only wear Oxfords for evening outings. 

There is the plain-toe Oxford - the most formal version. And the cap-toe, which adds versatility - it might work for the office though there are many better options. 

Patent leather Oxfords belong exclusively to evening dress with a tuxedo, as the high-gloss finish is designed for artificial light rather than daylight settings. If you attend a black-tie (by the way: Black Tie is not a motto, it’s a strict dresscode) Well… If you attend a black-tie event, this is the correct choice.

Derby

The Derby differs in one essential aspect: open lacing. The eyelet tabs sit on top of the vamp, which allows more room and slightly reduces formality. This makes the Derby suitable for business environments. If comfort is more important to you than maximum formality, the Derby is often the wiser decision. 

Brogues are not a separate shoe type but a decorative treatment defined by perforations. The more extensive the broguing, the less formal the shoe becomes, which is why full brogues pair well with textured fabrics such as tweed. All Budapesters are Brogues, but not all Brogues are Budapesters.

Monk Straps

Monk strap shoes replace laces with one or two buckles. A single monk remains restrained enough for business use, while a double monk introduces a more assertive note. The key is proportion: a slim buckle and balanced toe shape preserve elegance. Excessively bulky versions undermine the concept. 

Loafers

Loafers remove fastening entirely and therefore reduce formality further. Penny loafers work with tailored trousers in summer, while tassel loafers provide a slightly more decorative alternative for business casual settings. 

Slippers


Velvet slippers are reserved for evening wear and private occasions; they are not a substitute for formal lace-ups at conservative events.

Chelsea Boots

Chelsea boots offer a streamlined ankle-high option with elastic side panels. In black leather they integrate well with dark tailoring, while brown versions suit smart casual combinations. 

Chukka Boots

Chukka boots, usually with two or three eyelets, sit lower on the ankle and work best with denim or relaxed suits. If you require a single versatile boot, choose a plain leather Chelsea in dark brown. 

Sneakers

Minimal leather sneakers have earned a place in modern wardrobes, provided they remain free of visible branding and are kept in good condition.

What to buy and what to do

Construction deserves attention. Goodyear-welted shoes can be resoled and therefore justify a higher initial investment, while cemented constructions are lighter but less durable. Full-grain leather develops a natural patina over time, whereas corrected leather often creases sharply. Please just buy real leather. Be patient with new pairs and allow adequate time before formal events, as new leather requires several wears to soften. 

Use shoe trees after every wear and rotate pairs to allow the leather to rest for at least twenty-four hours. This routine extends the lifespan noticeably and preserves shape.

What not to do

Do not wear patent leather outside black tie. Do not just wear any black shoes to the black tie event. I know many people say it’s ok, but it’s not. Follow the code, it sends a signal. Do not combine heavy brogues with formal evening suits. Lastly, do not neglect maintenance, as dry leather cracks irreversibly.