The Best Loafer Brands On Earth (According To Esquire Editors)

Esquire Editors
Photo credit: Mr Porter, Trunk Clothiers

From Esquire

You want the best. And heck, you deserve the best. But there's a lot of choice out there, and sometimes the best is hard to find. Fortunately, we know where to find it. Every week, the Esquire editors reveal their favourite brands, from under-the-radar steals to luxury loves, so you can invest in the best clothes, watches and accessories that money can buy.

This week, the most versatile shoe in your rotation: the loafer.

Photo credit: Mr Porter


Murray Clark, Digital Style Editor


"I was about 13 when I first saw them, stuck in an airport (there was a sandstorm, which I'd only ever encountered in Tomb Raider) and I was seething unreasonably at the delay (hormones and long haul flights are a poor mix). But the second I spotted them, my fury transformed into curiosity. There, across the clinical departure lounge, sat a man and his wife, both calm, collected and very, very cool. And on each of their four feet glinted a black-and-gold Gucci loafer.

"I've since soured on the concept of his-and-hers style, obviously. But the Gucci Horsebit loafer – an iconic piece of footwear history, first launched in 1953 – had a longer shelf-life. I bought my very own pair upon my induction to Esquire around 422 years ago, and I've never looked back: they're butter soft and sit pretty below jeans, trousers, slacks – anything and everything, really. I still get very pissed off in airports, mind. But at least I've got the shoes."

Photo credit: Trunk Clothiers

Crockett & Jones

Tom Banham, Digital Editor


"Years ago, my father handed down to me a pair of penny loafers he'd had crafted for him by a Cypriot shoemaker. They were beautiful, made from supple calf leather, but they tore my feet to ribbons. I wore them anyway, being a student with a penchant for preppy tailoring that I then couldn't afford. But as I bled through my socks, all I thought about was the Boston by Crockett & Jones.

"Handcrafted in the brand's Northampton factory, they are, for me, the archetypal penny loafer – high-walled, round-toed, and generously fitted. So generous, in fact, that they're famed for being 'comfortable from the word go.' A decade on, with my feet still suffering PTSD when confronted by a slip-on, that's the kind of guarantee they're looking for."

Photo credit: Church's


Charlie Teasdale, Style Director


"The first loafer I ever bought was a pair of Pembrey penny loafers by Church’s. They are as simple and classic a shoe as one could ever hope to find. Wonderful as they are, it soon transpired that they didn’t offer the heft that I was looking for, so it was good news when the shoemaker unveiled its Capstones last year.

"The penny loafer upper is even neater than that of the Pembrey, but the Capstone is fitted with a chunky commando sole, which lifts it (literally) into a more casual zone. I wear mine with blue jeans for maximum Nineties effect. (Beyond the slick design, Church’s shoes – made in Northampton – are pretty much the benchmark for quality in the industry.)"

Photo credit: GH Bass

GH Bass

Dan Choppen, Fashion Assistant


“Loafers work well with a formal attire and your business meetings, yes, but I like pairing mine with ripped jeans and a sweatshirt, for when I need to stomp around London in the rain. The trick for making your loafers more stomp-able, is to ensure they have a chunky, puddle-destroying sole.

"My go to beefy loafers are by GH Bass. They’re stylish, sturdy and incredibly well-priced. And yes, Mr Serious, of course they can be worn with tailoring. In fact, they will probably add a bit of grit to your Monday morning conference (when and if they ever actually happen).”

Photo credit: Mr Porter

Dr Martens

Tom Nicholson, Digital Writer


"Calling these ‘the last loafers you’ll ever buy’ isn’t meant to sound as malevolent as it does. Basically, there are a lot of handsome loafers which look purpose-built for tiptoeing around a marble-halled townhouse. They have their place, sure, but this is a handsome loafer with a bit of beef to it.

"Lace-up Doc Martens aren't the brand's only shoe with British subculture clout: wearing tasselled loafers with blue jeans in a lighter wash will give you an off-duty, Second Summer of Love look; but pair them with cropped trousers and white socks and you’re nodding at the 2-Tone groups of the late Seventies. Either way, stomp proudly."

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