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1Duke and Dexter
Duke and Dexter SHOP
Archie Hewlett’s eight-year-old label Duke and Dexter – favoured by the likes of Michael B. Jordan and Matthew McConaughey – specialises in making penny loafers with flavour. Pictured here is the brand’s most recent crowd-puller augmented by Katsushika Hokusai’s The Sacred Spring at Jōgaku digitally printed across the vamp.
£250; dukeanddexter.com
2John Lobb
John Lobb SHOP
British brand John Lobb has been around forever (since 1849, to be precise) and all of that heritage and expertise is clearly displayed in the Lopez loafer. As you might expect, they’re a pretty archetypal design – calfskin leather, penny strap, stacked heel – but pulled off to absolute perfection.
£1,155; matchesfashion.com
3Russell and Bromley
Russell and Bromley SHOP
These Italian-made slip-ons from Russell and Bromley are for the linen-clad classes that have SkyScanner set as their homepage.
£275; russellandbromley.co.uk
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4G.H. Bass and Co.
Matches SHOP
G.H. Bass and Co.’s Nineties Weejun – best done in this full-bodied red wine hue – leans on a grunge rock sensibility to capture the zeitgeist of its namesake era.
£180; matchesfashion.com
5Arket
Arket SHOP
Another affordable entry point: Arket. The leather construction of the Scandi brand's loafers, as well as the stacked heel and soft, contrasting lining all add to the shoe’s classic feel.
£159, arket.com
6Supreme x Dr. Martens
StockX SHOP
For SS23, Supreme teamed up with Dr. Martens to deliver three Penton tassel loafers that works for the streets, sophisticated soirees and all settings in between. Here, we have our pick of the bunch, the blue iteration – but perhaps you'd prefer it in black or cow print.
£251; stockx.com
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7Dr. Martens
DR. MARTENS SHOP
Surprisingly more outlandish than the Supreme collab is Dr. Martens English-made hair-on leather Adrian loafers. Styling tip: pair with quiet, minimal pieces, unless you're ballsy maximalist, that is.
£209; drmartens.com
8A.P.C.
SSENSE SHOP
As usual, A.P.C takes the traditional form of a menswear staple and elevates it using A1 materials.
£310; ssense.com
9The Row
The Row SHOP
Sure, leather might be the traditional choice for loafers, but The Row has really landed on something with the soft nubuck uppers. As well as the material choices, the mushroom grey colour and the gathered vamp are just enough to make the shoe stand out in an IYKYK sort of way.
£1,040; mrporter.com
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10Loro Piana
Mytheresa 11Moss
Moss SHOP
You’ve got to be a certain kind of individual to pull off Moss’ patent leather loafers, but we salute all that try.
£59.95; moss.co.uk
12Harrys London
Harrys London SHOP
Harrys London’s suede archer loafers remind us all that no sartorial sum is more fruitful than British design + Italian craftsmanship.
£595; harrods.com
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13Cos
Cos SHOP
Cos’ Portuguese-made classic loafers are frill-free, padded for comfort and perfectly paired with tailoring ‘fits.
£145; cos.com
14Church's
Church's SHOP
Red, sleek and sexy (much like that Ferrari we’ve promised ourselves when we retire), Church’s ‘tan’ Pembrey Penny is the calf leather loafer your feet deserve.
£790; farfetch.com
15Arne
Arne SHOP
Arne’s version of a loafer – available in four approachable colourways – is a smart-ish shoe for those that hate the idea of swapping out of their trainers.
£85; arneclo.com
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16JJJJound x Blackstock and Weber
StockX SHOP
JJJJound exclusively makes if-you-know-you-know pieces. No surprise, then, that the Montreal-based studios’ collaboration with Blackstock and Weber is only very (very) subtly branded on the sidewall (debossed) and the insole (embossed).
£722; stockx.com
17Gucci
Gucci SHOP
Everything to be said about the iconic Gucci horsebit loafer has already been said. So, we'll leave you with this: classics are classics for a reason.
£655; mrporter.com
18Tod's
Tod's SHOP
We round things up with the aforementioned go-to of breezy Med men: the Tod’s Gommino. Act fast to grab this very pair at a 35% discount from The Outnet.
£237; theoutnet.com
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