20 Times Toronto Killed The Style Game

Photographed by Jenna Marie Wakani.
We've all experienced that summer day, when the temp is upward of 80, the air so sticky we have a permanent sweat 'stache, and wearing clothes sounds like the absolute worst. But since going naked in public isn't an option, we get by with clothing that doesn't feel like clothing — those loose, drapey styles that barely touch our bodies, catch welcome breezes, and protect our skin from sticking to every surface. And, fortunately for us, casual is au courant. The challenge, of course, is styling these effortless, oft-oversized pieces in ways that won't swallow us whole or appear sloppy.

We could look to the obvious fashion destinations for inspiration, but one city in particular has been on our radar as a burgeoning style hub: Toronto. Between its thriving indie designer scene and the heavy '90s and skater influences found within this bike-commuter culture, we knew we could count on our northern neighbor to deliver. So with the help of Destination Canada, we explored trendy 'hoods like West Queen West and Trinity-Bellwoods and were pleased to see that there wasn't a restrictive or trying-too-hard ensemble in sight. From wide-legged trousers with sneakers to billowy, shoulder-baring blouses, the outfits ahead show exactly how laid-back chic is done.
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Photographed by Jenna Marie Wakani.
Too hot? Cuff your sleeves and unbutton your top all the way up, except for the top button (just remember to wear a sporty bra or crop top underneath). This'll make those streetcar rides way more bearable.
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Photographed by Jenna Marie Wakani.
Wide, kick-flare denim meets its match with this tucked-in graphic tee.
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Photographed by Jenna Marie Wakani.
We're digging Monica Moraru's 50-shades-of-off-white getup.
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Photographed by Jenna Marie Wakani.
Making the case for tassels as the new chokers.
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Photographed by Jenna Marie Wakani.
Give an oversized shirtdress some shape by using another button-up as a makeshift belt. Then, take this breezy look exploring as you hit up local faves like Kensington Market and the neighboring Art Gallery of Ontario.
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Photographed by Jenna Marie Wakani.
Take a feminine, A-line skirt down a notch with a vintage tourist tee. Hop on a bike for added coolness.
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Photographed by Jenna Marie Wakani.
This abstract-floral minidress gets the casual treatment with worn-in low tops.
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Photographed by Jenna Marie Wakani.
A striped dress makes for the perfect commuter outfit — structured enough to keep you covered, but loose enough to cycle freely.
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Photographed by Jenna Marie Wakani.
We love a good peekaboo sleeve and bold, tropical print. This girl nails the combo with shoulder-grazing earrings.
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Photographed by Jenna Marie Wakani.
A boxy, cropped button-up easily balances out high-waisted, wide-legged trousers.
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Photographed by Jenna Marie Wakani.
This eclectic ensemble puts an emphasis on comfort with airy sleeves and easy sneaks, which means you can traipse around the shops on Queen Street West, sans blisters.
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Photographed by Jenna Marie Wakani.
Drapey T-shirt dresses are always a yes, not to mention perfect attire for lounging around Trinity Bellwoods Park.
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Photographed by Jenna Marie Wakani.
This Torontonian totally masters proportions with high-waisted white jeans, a lightweight tee, and an oversized, vintage denim jacket.
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Photographed by Jenna Marie Wakani.
With a floral five-panel hat, tattoo choker, halter tank, and neutral slides, this gal isn't one to shy away from trends. And check out those pants!
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Photographed by Jenna Marie Wakani.
These fringe shorts are proof that minimalism doesn't have to be boring.
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Photographed by Jenna Marie Wakani.
Voluminous pieces on both top and bottom can be tricky, but this girl makes it look easy. The peek of skin from her off-the-shoulder blouse and the outfit's light color palette make a fabric-heavy look feel summer-appropriate.
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Photographed by Jenna Marie Wakani.
Never underestimate the power of printed socks and slides...or a rainbow tote.
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Photographed by Jenna Marie Wakani.
The attitude behind this jeans-and-tee combo makes it all the more awesome.
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Photographed by Jenna Marie Wakani.
Carwash pleats add a cool-girl, summery vibe to this modest skirt silhouette.
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Photographed by Jenna Marie Wakani.
With an of-the-moment straw bag, tropical jumpsuit, and '90s double buns, this outfit is ready to get some eyeballs.
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Photographed by Jenna Marie Wakani.
Give your old skinnies new life with a slip dress and slides.
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