This Nostalgic Sneaker Has Returned to Make Your Outfits 100 Times Cooler

Joy Montgomery
·3-min read

I have a confession to make: I don't really do sneakers. And before you roll your eyes and dismiss me as someone who only wears high heels, let me assure you that I am all about the flats, whether it's ballet pumps, Chelsea boots, chunky loafers or brogues. Practicality has always been a priority. I admire people who manage to pull off the whole "laid-back with a sportswear twist" look, but I've always felt my best when my outfits have more polish, and that generally means a smarter shoe style.

Yet something has shifted this year. I've noticed quite a few influencers stepping out in Converse. But we're not talking the skinny jeans–and–band tee pairings that pervaded our teenage years—rather elegant, grown-up get-ups. The effect is startlingly chic. Dad trainers? Slightly unwieldy and aggressive-looking. Supergas? A tad too simple. Converse? They offer the perfect middle ground, as they look cool in a retro-inspired way, yet they're classic enough to go with almost everything in your wardrobe. Plus, they're just what I want to throw on when I'm popping to the shop when working from home.

Just check out the fashion girls below, who wear theirs with everything from midi skirts to white jeans. Who knows? Maybe I am a trainer person after all. Scroll down to see and shop my favourite Converse outfits.

1. Straight-Leg Jeans + Breton Stripes + Polished Handbag

Style Notes: Breton stripes are back in a big way this season and loan themselves perfectly to monochromatic Converse. Just add straight-leg jeans and your glossiest bag.


La Ligne Cream Cropped Striped Merino Wool Sweater (£320)

Savette Symmetry Pochette Leather Tote (£925)

Arket Straight-Cropped Jeans (£59)

Converse Chuck Taylor All Star 70 Canvas High-Top Sneakers (£57)

2. Chunky Knit + Pleated Midi Skirt

Style Notes: This showgoer knows how to elevate her Converse sneakers: Simply add a luxe knit, a pleated midi and chunky gold jewellery. Just too cool.


The Row Cordelia Oversized Cashmere Sweater (£1860)

Warehouse Satin Wrap Skirt (£40)

Daisy Stacked Linked Chain Necklace (£189)

Converse Chuck Taylor All Star Black Leather High-Top Trainers (£56)

3. Blazer + Wide-Leg Trousers

Style Notes: As we navigate easing ourselves out of our joggers, wide-leg trousers provide the perfect solution in style and comfort. Pair yours with a blazer, basic tee and, yes, Converse for sleek day-to-day attire.


Marks and Spencer Tailored Blazer (£35)

Thomas Sabo Three-Disc Necklace (£259)

Monki Wide-Leg Pleat Trousers (£30)

Converse Chuck Taylor All Star Ox Canvas Low Top Trainers (£52)

4. White Jeans + Checks

Style Notes: Kaia Gerber's officially the queen of the model-off-duty look. We're so into her heritage tailoring, white denim and laid-back sneakers.


Free People Ashby Blazer (£158)

Arket Crew-Neck T-Shirt (£15)

Maje Purete Cropped High-Rise Jeans (£80)

Converse Chuck Taylor All Star Ox Canvas Low Top Trainers (£52)

5. Puffball Dress + Playful Bags

Style Notes: Okay, this is officially our fave outfit. Who says Converse are just for denim? Donna Wallace makes a good case for wearing them with a statement frock in this dramatic getup.


& Other Stories Voluminous Puff Sleeve Midi Dress (£85)

Le Specs The Last Lolita Sunglasses (£75)

Paloma Wool Tijuana Handmade Beaded Bag (£50)

Converse Chuck Taylor All Star Cream Canvas High-Top Trainers (£75)


Style Notes: High-tops can feel tricky to style if it's your first time trying them, but one foolproof way of wearing them is with a cropped pair of trousers.


COS Organic Cotton Jacket (£79)

Missoma Silver Mini Tunnel Hoop Earrings (£75)

Theory Cropped Trousers (£160)

Converse Chuck Taylor All Star Canvas Hi-Top Trainers (£57)

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This article originally appeared on Who What Wear

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