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The 20 best Toronto street style looks of 2014

Best Toronto Street Style 2014

(Images: Kayla Rocca, Jenna Marie Wakani, Barbora Simkova)

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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Slideshow: 36 shots from the celeb-studded Dare to Wear Love fashion show

Dare to Wear Love Gala

Last Friday, the Stephen Lewis Foundation held its fifth-annual Dare To Wear Love gala, a fashion show and fundraiser for HIV/AIDS relief efforts in Africa. This year’s batch of models once again included some familiar names, like supermodel Stacey McKenzie, The Social co-host Traci Melchor and songstress Divine Brown, who opened the show with a musical number. (Also spotted sashaying down the runway: condo mogul Brad Lamb, sporting a rather extravagant hairpiece.) They wore designs from Canadian talents like Mikael Derderian, David Dixon and the duo behind Greta Constantine. Altogether, the night’s festivities raised an impressive $270,000. Here, 36 shots of the colourful, feel-good event.

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A new Prada boutique is now open at Yorkdale

black-color-Prada-Leather-bags-collection-2013Luxury goods conoisseurs can now head to the recently re-vamped Yorkdale to get their hands on Prada’s sleek ready-to-wear apparel, trendy footwear and signature structured handbags. The ultra-chic label joins Chanel, Gucci, Dior and Louis Vuitton in an ever-expanding list of high-end retailers opening shop in what’s steadily becoming the city’s swankest retail destination. The new boutique takes over 3,000 square feet of prime real estate at the front of Holt Renfrew, and prices are predictably steep—it is Prada, after all. Those who cringe at the notion of shelling out a few grand for a classic leather tote may still want to spring for more affordable accessories, like oversized Jackie O shades for $290. Unfortunately for style-savvy gentlemen, the new location only stocks women’ clothing, although menswear is for sale at the label’s flagship store on Bloor Street.