Every year, footwear-related trends come and go – one minute, it’s chunky skate shoes, and the next, it’s 80s basketball trainers. A guaranteed way to stay ahead of the curve is to opt for timeless options like Converse’s Chuck 70 or contemporary classics like the New Balance 327.
To the untrained eye, these may seem like basic options, but when styled right can take your outfit game to a whole new level. Here’s the definitive guide to styling iconic footwear.
The Old Money Look
Polo by Ralph Lauren is a diffusion line mostly known for their clothing and accessories, but they also produce a broad range of sneakers. The crown jewel of their catalogue is their Sayer, rocking a minimal build with a single horse logo. They can usually be found in a leather or suede construction. As you’d expect, these bad boys coordinate perfectly with a full Polo ‘fit, and the brand’s Greenwich Chino Shorts mixed with a brown belt will never disappoint. Choose one of their many striped or patterned shirts and leave it untucked. To round it out, wear a Polo Bear Fleece Sweatshirt draped over your shoulders.
The Old Money Look


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Keep it Canvas Classic
A must-have in anyone’s wardrobe, the canvas sneaker’s ability to be dressed up or dressed down is often underappreciated. If you’re looking to level up your style, we suggest opting for a throwback 90s vibe with the Converse Chuck 70 or Chuck Taylor. Rapper Tyler, the Creator is the perfect muse, who regularly chooses tailored suit pants or relaxed fit Dickies 874s. Let these cascade over your Chucks, covering the top half of the shoes, accentuating the iconic toe cap and midsole stripe. The polo shirt is criminally underrated and will pair perfectly with this ‘fit alongside a vintage cap. If collars aren’t your thing, look to oversized tees and make sure to tuck them in for subtle flair.
Keep it Canvas Classic


Vans are another safe bet and Harlem rapper A$AP Rocky is a vocal fan. He rocks his with plenty of panache and includes subtle odes to OG skate culture. For this canvas-adorned, Rocky-esque fit, we suggest an oversized knit sweater with Ray-Ban Jeffrey sunglasses and trucker cap. Denim is the top choice, preferably a slimmer cut with either graphic patterns or rips. Try and lace your Vans loose – whether Authentics or Old Skools – and have the laces sticking out either side.

via Instagram @lenson.kl
Minimalist Chic
A classic sneaker doesn’t always have to be decades-old with a rich history. Contemporary classics such as the New Balance 327 and New Balance 530 have quickly garnered a cult following due to their ‘modern vintage’ look. Using the classic creps of yesteryear as a base, NB have reworked aspects to suit the 2022 sneakerscape. They pair well with most of today’s aesthetic fashion choices but exude an especially minimal vibe.
Light-wash denim is the go-to, preferably a wider crop that sits just above the tongue. Up top is where you can get inventive. We suggest an oversize button-down, and for when it gets cold – a camel trench or long coat. Coloured lightweight jackets and vibrant shirts will always give your ‘fit some depth. When choosing the NB327 or NB530, they shouldn’t be the main part of your outfit but should sync perfectly with the rest of the ensemble.
Minimalist Chic

Sustainably Swaggy
A decade ago, sustainability and sneakers would have been seen as strange bedfellows, but in 2022 it’s all the rage – and for good reason! We all want to take care of Mother Earth, so why not serve more sustainable swag with your next outfit? Luckily, iconic footwear models have been reworked in full vegan specs. Silhouettes like the adidas Stan Smith and Reebok Classic Leather rock eco-friendly builds. If you want something more low-key, try Veja’s V-10. White-on-white with a subtle pop of colour is the brand’s signature look, and they complement almost any fashion style if done right. This icon should always be paired with a slimmer bottom half and a wider oversized top. To keep on the more sustainable vibe, choose ‘fits from THE ICONIC Considered edit, like the Sustainable Knit Vest from label Andersson Bell and complementary Nudie Grim Tim Jeans.
Sustainably Swaggy

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