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Toronto’s Best Dressed 2016: Our annual list of the city’s most stylish people

Our sixth annual Stylebook Best Dressed list features a Blue Jay, a doctor and a celebrity chef

By Anna Fitzpatrick, Jean Grant, Danielle Groen, Sarah Liss and Isabel B. Slone
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Jazz Cartier
Jazz Cartier Photograph by Vanessa Heins

It’s been six years since we launched the Stylebook Best Dressed list. Over that time, we’ve featured more than 100 fashionable men, women and kids, never repeating an honouree. The toughest thing about this job—an annual adventure for the Toronto Life editorial team—is to narrow down the candidates to a final cut of 25. This year’s portfolio includes a natty Blue Jay, a colourful arts patron, an adventurous doctor, a one-of-a-kind music legend and Jazz Cartier, the self-described “Kensington Market rug rat” whose upscale streetwear, fiery stage presence and powerful rhymes have made him a compelling newcomer to Toronto’s hip-hop scene. Together, they prove that this city has more than just style—it has a top-tier roster of formidably fashionable all-stars.

Toronto’s Best-Dressed People

Toronto’s Best Dressed: Trish, Mac & Matty Matheson, the ultimate nonconformists
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Toronto’s Best Dressed: Trish, Mac & Matty Matheson, the ultimate nonconformists

Queen West's cutest trio

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Isabel Slone is a fashion and culture journalist living in Toronto. She writes for Toronto Life, the New York Times, the Guardian, the Wall Street Journal, Architectural Digest and more. She has a master’s degree in journalism from Columbia Journalism School.

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