Toronto’s Style gAnngstars

This October Toronto is the most delightful place to hang out (in Canada at least!). While it snowed in Alberta and elsewhere across the country, the weather has been at it’s best behavior in this breezy city treating everyone and everything to incredibly warm afternoons. Day after day the sun made it’s reappearance to reflect a perfect turquoise blue sky in the million glass windows of the downtown high-rises. Meanwhile the trees were changing colors like determined bloggers loosen up their haute couture outfits during fashion week.

Downtown

Across ROM

Loaded with the unexpected overdose of Vitamin D, the local street style has flourished with eye-catching accessories, soon to be forgotten summer staples (think mini-shorts), natural fabrics and occasional layers carried in a moment of weakness to potentially compensate for the wind of change from Antarctica.

So I wasted no time and immediately WhatsApp’ed two most heroic fashion gangstars who negotiate food but never style. Together we connected what Toronto is loved for, emerging urbanism with self-expression.

You can always define the true big city girl by her shoes. She is independent, beautiful, confident and quick. She knows what she wants and where she wants to be. She is in rational snappy sneakers that would accelerate her potential and get her going. I caught up with Dana at Trinity Bellwoods Park, a place with many hidden gems and three-dimensional friendly beasts.

Walking Queen St. W., I cursed my choice of ballerina flats for this fashion expedition as my delicate feet echoed with pain at every tiny stone. I could barely keep up with Dana diving in and out of mysterious looking stores. So I used my old trick of pulling out the camera to stop for a quick “strike a pose” moment and charmed Dana into sharing her secret of being on the best dressed page with the minimum effort and investment. As it turns out, the recurring trend in Toronto street style at any season or on any occasion is based on emotions and love.

Torontonians are passionate about the Blue Jays (Toronto’s baseball team) and they are not shy to express it. Jay’s hats, created in combination of red, blue, gold, black and white colours add a touch of naughtiness to any outfit, instantly developing into a fashion statement that drives attention. I’m totally shopping for one (well, it’s never one, believe me!). I also need to find a way to sort my hair around it or get it in the tiniest size to outshine that cool girl on the left.

One of the most romantic views of Toronto is from the roof top bar at the Park Hyatt. Shorts paired with Hawaiian tee looked rather extravagant in the middle of October and with no questions asked and with no arms raised they confidently passed for a smart casual. Meet Jesper, a fearless super fit traveller, who is rounding a latest stretch of his tour de monde.

After a couple of fancy cocktails (tailored to my vicious desires), we were absolutely charmed by the elegance of the city winking at us in the sunshine. I demanded a change of decorations, so we headed out to the Kensington Market or “Hipster’s Paradise” in the search for the dodgiest outfit of the day.

Dressed as a “nasty woman” in black suede boots with shiny silver zips, military cut coat and mini grey woolen dress, I radiated pure awesomeness. Jesper in torn denim, keds and explorer’s windbreaker was completely immersed into surroundings, hiding his true identity behind “Top Gun” shades. It was only a matter of minutes before we started attracting some unusual waves of attention from locals and tourists (blame our pretty faces) forcing us to look for shelter. So a trip to the Lakefront seemed to be an easy escape.

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Queen’s Quays is the best place for people and seagull watching and for being watched (plus a nice view of the lake). The Lakefront attracts fashionistas and crazies (in its best meaning) from all over the world, who peacefully co-exist and co-inspire. The Lakefront is also a home to the Power Plant contemporary art gallery, a busy local brewery with the tables always taken but free seats around the bar, and Canadian vintage trains that one shouldn’t climb.

The October Fashion experience in Toronto is incomplete without a photo of the CN Tower, ideally with yourself on it and some serious showing-off (don’t forget to empty pockets prior to attempting).