The Playbook For The Modern Man

Worst Styles Of Men’s Shoes You Need To Stop Buying Immediately

Don’t go there, boyfriend.

Finding a good pair of shoes is a perennial challenge. Balancing the perfect fit, colour and price has many men avoiding the shoe issue altogether, wearing out their creps like a bad joke – until it’s too late, snapping up a ‘looks-good-online’ pair of leather lace-ups for a ‘bargain’ price, and when they arrive in the mail, the look and plastic smell of the shoes is vile.

For others, horrible shoes have become their forte. Unashamedly rocking square-toed lace-ups to weddings and pleather loafers to summer parties, these men are the worst fashion offenders, often set their in ugly footwear ways. Until now, that is.

The following five men’s shoes need to be extinguished from the daily shoe collection. Identify as an offender? All judgment has been revoked. Just so long as you dispose of the evidence quickly, garbage bag or better yet – flame torch – at the ready. The latter being the best solution, ensuring no other poor fool picks them up, and starts wearing them.

#1 The ‘White Malaka Wedding Tapper’

Prolific in the Nineties, the ‘wedding tapper’ still shows its ugly head at today’s wedding celebrations and inner-city night clubs that are open mid-week. The white slip-on type tends to be the the footwear of choice for wannabe Italian style gents – though we don’t know remember seeing white shoes in Florence this spring at Pitti Uomo.

Sentence the ‘wedding tapper’ to death, along with the gel-spiked Beckham mohawk, and chalk-stripe pants – and that glaringly fake luxury belt buckle that is more bling than style.

The Alternative?

Fans of white coloured shoes should look to a tan leather Derby or a sandy-hued suede brogue instead – but with laces and a round toe. White isn’t always wrong, but it’s certainly the hardest dress shoe colour to pull off. So maybe look elsewhere, if you’re not new to having great shoe-game.

#2 The ‘Square-Toe Business’ Shoe

It’s laughable that the ‘square-toe business shoe’ even had a fashionable moment (well, come to think of it the year was 1995 and three-quarter pinstripe shorts and blue-flame wrap around sunnies were also trending). In terms of aesthetic, the square-toe shoe looks like a boat trawler – an oblong body with a blunted end. Even worse, is when ugly shoes are paired with a chic business suit.

While other retro trends – wide-legged pants, Birkenstocks and rollneck sweaters – have experienced their own Renaissances, the square-toe business shoe has yet to be resurrected. Unlike the other Renaissance items, there’s nothing retro-cool or vintage charm about square-toed anything.

The Alternative?

Opt for a double-strap monk or wingtip Derby, the width especially appropriate for the gent who likes a meatier shoe with his business suit.

#3 The ‘Fat Skater’

The ‘fat skater’ shoe should conjure up memories of angst, hating the world and awkward fashion moments when you had no idea how to dress your pubescent skinny frame. Yes, those teen years. Sneakers might be more prolific in fashion than ever before, but the ‘fat skater’ shoe kind. Leave these in the outlet store and go wear some real shoes, particularly if you don’t know your way around a skateboard.

The Alternative?

Look to lean and flat silhouettes instead of the ‘fat skater’ shoe, sticking to retro-inspired styles (well before the 90s) that come in neutral hues such as clean white sneakers, monochrome black or tan.

#4 The Casual Kung Fu Slipper

A relatively new shoe – when compared to the previous bevy of shoes which hail mostly from the 90s – the ‘canvas karate’ has fast become the casual shoe of choice for hipsters and hippies. And the odd karate kid.

Practically speaking, these samurai shoes fall apart after a week’s wear (so we’ve witnessed) and with all that canvas, no-sock nonsense, the smell (which we have actually experienced as bystanders) that the ‘canvas karate’ gives out is putrid. Don’t give yourself trench foot, champ.

The Alternative?

Want a summer kick? Stick to the classier, longer-lasting (and far more breathable) boat shoe or leather loafers. And wear a sockette, if you’re inclined to sweat. Please. Or, even better, check out the coolest men’s sandals on the market right now.

#5 The ‘Double Monk Loafer’

Speaking of loafers, this one’s a doozy. This is a shoe that should have never been invented. We assume some genius decided to make these and sell them via influencers on Instagram. Well guess what? They suck. Possibly the most pointless use of monk straps we’ve ever seen. Truly unholy.

The Alternative?

Look to the classic driving shoe or tassel loafer in soft calf leather and minimal stitching. Suede is a sophisticated summer option too, and then play around with colour; bright driving loafers are an easy way to add some spark to neutral-heavy outfit.

Final Word

Shoes are the first thing people notice at work, in the street and make (or break) your arrival on a dinner date. So choose, and invest, wisely. When making the transition from ugly to nice, buy a few affordable, foolproof dress shoes for men, trying out different silhouettes and shapes before you invest, in the best.

Then, play around with coloured dress shoes and luxury dress boots. The men’s shoe market has so much to offer this season, so there’s no reason to be repping the Nineties anymore. Square-toed, white slip-ons, be gone.

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