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How to style your favourite pair of sneakers from work to play

The sneaker trend has been around for a few years now, but unlike most fads, it seems to keep picking up momentum and building from one season to the next. From the high tops with hidden wedge heels way back in the day, to slip-ons and the all-whites, today’s distressed style (essentially sneakers that are deliberately made to look dirty), sock boot designs and the chunky dad sneakers — there’s simply no shortage of new fashion-forward iterations of these lace-up kicks that were, once upon a time, only reserved for your morning workouts. Even sports brands such as Nike and Adidas are rolling out trendy designs and capsule collections to make sure they’re in with this sneaker phenomenon.

So it all boils down to this: if you, for whatever reason, are only allowed to keep one pair of shoes in your wardrobe, make sure it’s a pair of sneakers, because it’s officially acceptable to wear them with all kinds of outfits and to all sorts of occasions. Not sure where to begin? Scroll down to see three easy ways you can style the season’s latest kicks with the rest of your everyday wardrobe.

Modern Elegance
satin maxi dress + logo-embossed sneakers

The combination of long-sleeved maxi dress and sneakers has been a massive hit this summer. Take it to the next level by choosing a satin dress for a more sophisticated approach, and match it with a pair of sleek leather sneakers topped with coordinating colours for an elegant ensemble that will take you easily from work to happy hour drinks.

Get the look: Jonathan Simkhai faux pearl-embellished satin midi dress / Fendi logo-embossed sneakers / Wwake Closer by Wwake Refract sterling silver earrings / Wandler Hortensia medium color-block leather shoulder bag

Urban Retro
retro frames + track pants + two-toned lace-up sneakers

Want to get a taste of the vintage streetwear trend but feel like you’ve outgrown the hoodies and fanny packs? Elevate the 90s style by going for a pair of cropped track pants for a more smart-casual aesthetic, paired with a plaid top with an avant-garde design and topped off with a structured leather belt bag, retro-looking shades and oversized sneakers in a minimalistic, two-tone style.

Get the look: Calvin Klein 205W39NYC red checked single sleeve top / Wales Bonner checked-seam track pants / Prada quilted leather belt bag / Chloé Patty aviator-style acetate optical glasses / Alexander McQueen oversized runners

The Power Play
plaid suit + dad sneakers

Yes, the love for power suits is still going strong, but we’re now favouring a more 80s -style oversized cut. Choose a jacket that comes with a softer fabric so it’s easier to carry, and layer it over a simple turtleneck sweater for a presentable, office-appropriate style, finished off with a pair of chunky dad sneakers. It’s the perfect power look with just the right amount of ease.

Get the look: Brunello Cucinelli sequin-embellished Prince of Wales checked wool blazer / Chloé scalloped wool turtleneck sweater / Brunello Cucinelli Prince of Wales checked wool pants / Balenciaga Triple S trainers

How to style your favourite pair of sneakers from work to play

Cindie Chan

Style Editor

Fashion blogger turned editor, Cindie has spent over seven years covering all things stylish in the digital world. When she’s not busy poring over the latest covetable releases or attending the most talked-about fashion events in town, you’ll find her enjoying some precious downtime with her newborn son and sweet dog Rosy.

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