It doesn't seem like Toronto really has it's own style. We tend to copy the trends from out neighbours and places we visit (New York, Montreal and Europe).
Remember all winter everyone with their "bandito" style scarfs, like they were in the wildwest or patrolling the deserts of Saudi Arabia.
Ultimately people should dress as they feel comfortable, avoid being too trendy (you'll be shopping every few months, as things go out of style rather quickly). If you dress for comfort and buy some "in-style" pieces, your wardrobe will seem endless to people you see out and about, as you're old clothes will still be looking fresh!
One area you should never scrimp is your accessories: watches, shoes and jewellery can tell alot about a person and can dress up a white t and jeans outfit.
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