The 20 best Toronto street style looks of 2014
The 20 best Toronto street style looks of 2014
Torontonians were a seriously stylish bunch in 2014. Sure, models and fashion bloggers flaunted tons of daring looks over the course of two Fashion Weeks, but some of the year’s coolest outfits were a little more spontaneous—we saw them on laid-back weeknights on Ossington or during Ryerson’s frosh week. Wherever they were, our favourite ensembles combined fresh interpretations of the year’s trends with lots of individual flair. Here, the best we spotted in 2014.
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- At <em>Worn Fashion Journal</em>'s <a href="http://www.torontolife.com/style/toronto-street-style/2014/11/24/street-style-worn-party/" target="_blank">farewell jam</a>, an attendee made an anti-statement in a cheeky sweater.
- (Image: Kayla Rocca)
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- Distressed denim was everywhere in 2014. Here, a structured tote and slip-on oxfords made slouchy, ripped boyfriend jeans <a href="http://www.torontolife.com/style/toronto-street-style/2014/03/24/street-style-best-fashion-week-fall-2014/" target="_blank">fashion show–appropriate</a>.
- (Image: Jenna Marie Wakani)
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- Denim jackets also stuck around in 2014. The detail on this <a href="Denim%20jackets also stuck around in 2014. The detail on this red embroidered piece was a particularly inspired touch." target="_blank">Toronto islander'</a>s red embroidered piece was a particularly inspired touch.
- (Image: Kayla Rocca)
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- A bass player at <a href="http://www.torontolife.com/style/toronto-street-style/2014/08/01/street-style-dundas-square/" target="_blank">Yonge-Dundas Square</a> totally nailed the grunge-rocker look.
- (Image: Jenna Marie Wakani)
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- An off-duty model <a href="http://www.torontolife.com/style/toronto-street-style/2014/08/07/street-style-ossington/" target="_blank">hanging out on Ossington</a>, as off-duty models are wont to do, flaunted seasonal accessories that gave off a breezy, coastal vibe.
- (Image: Jenna Marie Wakani)
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- And we bet her metallic <b>Proenza Schouler</b> sandals were the subject of some envious stares.
- (Image: Jenna Marie Wakani)
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- This <a href="http://www.torontolife.com/style/toronto-street-style/2014/06/26/street-style-worldpride-church-wellesley-village/" target="_blank">WorldPride reveller</a> let his bold floral shorts and dip-dyed mohawk steal the show.
- (Image: Jenna Marie Wakani)
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- Quirky details like a <em>Simpsons</em> t-shirt and McDonald's iPhone case added some lighthearted humour to a fiercely chic <a href="http://www.torontolife.com/style/toronto-street-style/2014/10/23/street-style-toronto-fashion-weeks-biggest-hams-pose-hard-outside-tents/" target="_blank">Fashion Week</a> outfit.
- (Image: Kayla Rocca)
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- <a href="http://www.torontolife.com/style/toronto-street-style/2014/06/02/street-style-pacific-mall/" target="_blank">At Pacific Mall</a>, this shopper won us over with her contrasting metallic gold clutch and hot pink satin skirt.
- (Image: Kayla Rocca)
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- <a href="http://www.torontolife.com/style/toronto-street-style/2014/03/21/street-style-trend-report-demure-hemlines/" target="_blank">Below-the-knee hemlines</a> were anything but frumpy this year. Here, a prim and proper look was toughened up with a quilted leather jacket and sultry red lips.
- (Image: Barbora Simkova)
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- This guy <a href="http://www.torontolife.com/style/toronto-street-style/2014/03/14/fashion-week-street-style-the-shows-fall-2014/" target="_blank">attending The ShOws</a> is evidence of the city's thriving menswear scene. It's a great mix of high-end elegance (dove-gray wool coat) with low-end utility (Nike sweats, beanie).
- (Image: Jenna Marie Wakani)
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- How do you nonchalantly show off a graphic t-shirt underneath overalls? Easy. Copy this <a href="http://www.torontolife.com/style/toronto-fashion-week/2014/10/24/street-style-trend-report-distressed-denim/" target="_blank">Fashion Week trendsetter</a> and casually remove one strap.
- (Image: Kayla Rocca)
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- This miniature pilot showed some serious <em>Top Gun</em> swagger while <a href="http://www.torontolife.com/style/toronto-street-style/2014/11/03/street-style-halloween-trick-treating/" target="_blank">trick-or-treating on Halloween</a>.
- (Image: Jenna Marie Wakani)
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- A classic Chanel purse and studded bomber jacket added a layer of sophistication to this wearable, <b>Cara Delevingne</b>–inspired look at <a href="http://www.torontolife.com/style/toronto-street-style/2014/03/24/street-style-best-fashion-week-fall-2014/" target="_blank">Fashion Week</a>.
- (Image: Jenna Marie Wakani)
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- Khakis, nautical stripes and boat shoes: this <a href="http://www.torontolife.com/style/toronto-street-style/2014/09/04/street-style-ryerson/" target="_blank">Ryerson student</a>'s preppy look perfectly channels J. Crew's summer catalogue.
- (Image: Kayla Rocca)
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- The soft, wallpaper-like florals and dreamy hair save this <a href="http://www.torontolife.com/style/toronto-street-style/2014/03/21/street-style-trend-report-demure-hemlines/" target="_blank">Fashion Week ensemble</a> from venturing into goth territory.
- (Image: Barbora Simkova)
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- Two more trends of 2014? Mixing prints and matching two-piece ensembles. This girl <a href="http://www.torontolife.com/style/toronto-street-style/2014/03/24/street-style-best-fashion-week-fall-2014/" target="_blank">managed to master both</a> in one outfit.
- (Image: Jenna Marie Wakani)
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- A theatre composer looks every bit the west-end artist <a href="http://www.torontolife.com/style/toronto-street-style/2014/08/07/street-style-ossington/" target="_blank">on Ossington</a> in well-worn Doc Martins and a red beanie (which, he said, just happened to be lucky).
- (Image: Jenna Marie Wakani)
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- An <a href="http://www.torontolife.com/style/toronto-street-style/2014/03/14/fashion-week-street-style-the-shows-fall-2014/" target="_blank">industry insider at The ShOws</a> flaunted masterful layering techniques for snowy weather—and proved flirty floral skirts don't have to be shelved for winter.
- (Image: Jenna Marie Wakani)
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- Yep: more overalls. This <a href="http://www.torontolife.com/style/toronto-street-style/2014/06/26/street-style-worldpride-church-wellesley-village/" target="_blank">WorldPride volunteer</a> added her own flair by dying the bottoms and tearing new holes.
- (Image: Jenna Marie Wakani)
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- <a href="http://www.torontolife.com/style/toronto-fashion-week/2014/10/24/street-style-trend-report-distressed-denim/" target="_blank">Menswear-inspired looks</a> still reigned supreme for women in 2014. Chunky platforms and a slick leather cap gave some edge to this photographer's relaxed, tomboyish look.
- (Image: Kayla Rocca)
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![](http://www.facebook.com/sharer.php?u=https://torontolife.com/style/fashion/top-20-street-style-looks-2014/&title=The 20 best Toronto street style looks of 2014&picture=https://cdn.torontolife.com/wp-content/uploads/2014/12/best-of-street-style-2014-06-416x624.jpg&description=[caption id="attachment_302989" align="aligncenter" width="656"] (Images: Kayla Rocca, Jenna Marie Wakani, Barbora Simkova)[/caption]
Torontonians were a seriously stylish bunch in 2014. Sure, models and fashion bloggers flaunted tons of daring looks over the course of two Fashion Weeks, but some of the year's coolest outfits were a little more spontaneous—we saw them on laid-back weeknights on Ossington or during Ryerson's frosh week. Wherever they were, our favourite ensembles combined fresh interpretations of the year's trends with lots of individual flair. Here, the best we spotted in 2014.
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