Toronto is a good-looking town, with no shortage of beautiful people in beautiful clothes. But only a few are bona fide head-turners: city characters who take fashion to the next level. We celebrate them with our second annual list of Toronto’s best dressed.
See all 25 of Toronto’s best dressed »
The Most Stylish list was compiled by our judges: socialite Stacey Kimel; The Society’s Ashleigh Dempster and Amanda Blakley; designer Jeremy Laing; and Toronto Life’s Kevin Naulls. Styling by Corey Ng/p1m.ca; hair and makeup by Vanessa Jarman/p1m.ca using Rimmel London and TreSemmé




























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A.A. Bronson, Amanda Blakley, Amina Said, Ashleigh Dempster, Best Dressed, Caillianne Beckerman, Cameron Bailey, Charlotte Mickie, Chloe Beckerman, Chloe Wise, Corey Ng, Cory Vitiello, Denis Gagnon, Desire Kaniki, Joe Mimran, Jorn Weisbrodt, Kealan Sullivan, Mark Jan Krayenhoff van de Leur, Micheline Burg, Nicholas Mellamphy, Nolan Bryant, Odessa Paloma Parker, Rachel Comey, Rana Beckerman, Robert Weir, Royal Wood, Rufus Wainwright, Sahar Nooraei, Sam James, Samantha Beckerman, Sarah Slean, Siena Piao, Stacey Kimel, Sylvia Mantella, Taylor Tomasi Hill, Toronto Life