Five Smart Shoes For Smart Men

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Five Smart Shoes For Smart Men

Words by Ms Lucy Kingett

19 February 2024

There are many occasions for which a man needs a good pair of smart shoes. Unfortunately, you only need to take a cursory look around the office, commuter train carriage or wedding dance floor to understand that these opportunities for flair and elegance are being woefully flouted. How often do we see a carefully selected suit ruined by careless footwear choices? The answer, reader, is many. With a fresh year stretching ahead of you, let this be the turn of the earth in which you make every element of your outfit count – even if it is the part that only comes out for special occasions, and especially if you wear it to work every day. These are smart shoes, for a smart man – and that man is you.

01. The John Lobb double monk-strap shoes

When you’re looking for a business shoe with a little point of difference, a monk strap should be the first port of call. The clean toe cap and lack of laces cuts a sharp line under smart trousers, while the buckles add a little wink of sartorial savvy. John Lobb has been making the William style since the 1940s, so you’ll be buying into a little piece of design history, too.

02. The TOM FORD patent Chelsea boots

TOM FORD knows a thing or two about sophisticated men’s style, so consider a pair of the iconic brand’s Chelsea boots if you’re after a super-sleek shoe that’s also comfortable and practical. Elasticated at the ankles and featuring a handy pull tab, they’re seriously sharpened up with the lustrous gloss of patent leather. Try these next time you get out your tux.

03. The Thom Browne penny loafers

A bona fide classic, the penny loafer has been gracing the feet of well-dressed men for decades. While one of its key attractions is its versatility and adaptability for smart and casual dress codes, the patent leather of this pair by Thom Browne keeps it a little closer to the former camp. The brand’s signature striped heel tabs are a particularly nice touch.

04. The Maison Margiela split-toe Derby shoes

Need a smart shoe but want to keep your ultra-cool credentials? Look no further than the Tabi. Part of Maison Margiela’s debut collection in 1988 and inspired by the traditional 15th-century Japanese socks with the same name, the square split toe instantly elevates these already gorgeous chunky-soled polished-leather Derby shoes (and is also handy for holding your glass of wine).

05. The Brunello Cucinelli horsebit loafers

OK, we know, won’t stop talking about loafers recently, but what can we say – they’re just the perfect shoes. Brunello Cucinelli’s supple leather horsebit pair is complete with a moccasin toe that makes them a prime pick for relaxed events or smart-casual occasions.