Fall Fashion: biker chicks, Fresh Princes and other fall trends deconstructed
Fall Fashion: biker chicks, Fresh Princes and other fall trends deconstructed
By Rachel Heinrichs and Simone Olivero |
By Rachel Heinrichs and Simone Olivero |

By Rachel Heinrichs and Simone Olivero | Photographs by Norman Wong
There are plenty of fashionable people in this city, but some styles really stand out. Here, we offer a primer on the five most notable—and enviable—looks of fall, from an updated take on Will’s Smith’s Fresh Prince days to a chic ensemble inspired by Russian literature’s greatest heroine.
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- <p><strong>Desire Kaniki, 25, musician</strong></p><br /> <br /> For those who grew up in the ’90s, the era when Will Smith clowned around with DJ Jazzy Jeff in stonewashed overalls remains a sartorial benchmark. The modern-day Fresh Prince upgrades that decade’s style with luxury fabrics and a hint of irony: hats made for brim-flipping and $800 sneakers.
- (Image: Norman Wong)
- The Look: The Fresh Prince
- The Look: The Fresh Prince
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- Magma by Iris koi pattern hat ($65) <br /><br /><em>Uncle Otis, 26 Bellair St., 416-920-2281.</em>
- (Image: courtesy Uncle Otis)
- The Look: The Fresh Prince
- The Look: The Fresh Prince
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- Beoplay H6 headphones ($460) <br /><br /><em>Bang and Olufsen, 175 Avenue Rd., 416-935-1919.</em>
- (Image: courtesy Bang and Olufsen)
- The Look: The Fresh Prince
- The Look: The Fresh Prince
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- <p><strong>Adrien Reynolds, 23, model and Humber student</strong></p><br /> <br /> At a moment when pop culture is dominated by comic book blockbusters and Megan Fox bombshells, the gamine would rather look like a teenage boy than appeal to one (as evidenced by the boxy jacket and Diane Keaton hat). <br />
- (Image: Norman Wong)
- The Look: The Gamine
- The Look: The Gamine
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- Clair Vivier flat clutch ($185) <br /><br /><em>Zane, 753 Queen St. W., 647-352-9263.</em>
- (Image: courtesy Zane)
- The Look: The Gamine
- The Look: The Gamine
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- Lady Eileen wool cloche ($125) <br /><br /><em>Goorin Brothers, 320 Queen St. W., 416-408-4287.</em>
- (Image: courtesy Goorin Brothers)
- The Look: The Gamine
- The Look: The Gamine
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- <p><strong>Paul McCrossin, 46, nuclear medicine technologist</strong></p><br /> <br /> On <em>Gilligan’s Island,</em> Thurston Howell III was a clever caricature of a Gatsby-era fat cat in piped blazers, silk cravats and tasselled brogues. That Hamptons-ready blend of nautical and prep is the perfect nexus of Toronto’s two most pervasive menswear trends: schoolboy chic and sartorial sailor.<br />
- (Image: Norman Wong)
- The Look: The Thurston Howell
- The Look: The Thurston Howell
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- Uniform Wares 203 Series Calendar watch ($480) <br /><br /><em>Uncle Otis, 26 Bellair St., 416-920-2281.</em>
- (Image: courtesy Uncle Otis)
- The Look: The Thurston Howell
- The Look: The Thurston Howell
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- Saint Crispin’s brogued tassel loafers ($1,690) <br /><br /><em>LeatherFoot, 24 Bellair St., 416-967-3668.</em>
- (Image: courtesy LeatherFoot)
- The Look: The Thurston Howell
- The Look: The Thurston Howell
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- <p><strong>Hawley Dunbar, 26, project manager and blogger</strong></p><br /> <br /> Come December, Queen West is a hub of Siberian chic, as women pair towering ushankas with lace-up booties (or impossibly high heels). The area’s vintage shops stock enough fur to spark a PETA convention.<br />
- (Image: Norman Wong)
- The Look: The Anna Karenina
- The Look: The Anna Karenina
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- Putting on the Ritz necklace ($278) <br /><br /><em>Kate Spade, 138 Cumberland St., 416-927-8282.</em>
- (Image: courtesy Kate Spade)
- The Look: The Anna Karenina
- The Look: The Anna Karenina
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- L’Aromarine Rose Eau de Toilette ($22) <br /><br /><em>Anthropologie, 80 Yorkville Ave., 416-964-9700.</em>
- (Image: courtesy Anthropologie)
- The Look: The Anna Karenina
- The Look: The Anna Karenina
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- <p><strong>Christina Mirabelli, 29, media planner</strong></p><br /> <br /> The look has one crucial ingredient: a motorcycle jacket, heavy on the metal, that can be bought second hand and super-cheap or at super-swanky Mink Mile boutiques.
- (Image: Norman Wong)
- The Look: The Biker Chick
- The Look: The Biker Chick
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- MCQ Alexander McQueen peplum leather jacket ($2,100) <br /><br /><em>Holt Renfrew, 50 Bloor St. W., 416-928-2079.</em>
- (Image: courtesy Holt Renfrew)
- The Look: The Biker Chick
- The Look: The Biker Chick
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- Rag and Bone Harrow boots ($525) <br /><br /><em>Jonathan and Olivia, 49 Ossington Ave., 416-849-5956.</em>
- (Image: courtesy Jonathan and Olivia)
- The Look: The Biker Chick
- The Look: The Biker Chick
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Thanks for sharing. I’ve given up on shopping denim in the city of Toronto, I’ve recently bought a couple of pairs of Raw jeans from http://www.crispandfamous.com and they fit great (also they’re all priced at $35, cant go wrong)