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1. Silhouette: STRUCTURED (read: ’80s) Shoulder. Pads. Yep, they’re back, giving simple looks a refined edge. Do not fear the fake shoulder. In general, big and billowy up top, lithe and lean on the bottom reigns supreme for fall 2009. Find it here: <a href="http://www.torontolife.com/guide/fashion/for-men-and-women/carte-blanche/">Carte Blanche</a>. It’s the only store in Toronto that carries <a href="http://www.garethpugh.net/">Gareth Pugh’</a>s architectural pieces.

5. Footwear: HEIGHT (over-the-knee boots, very high heels) Though crotch-grazing boots are not a look for everyone, we’re sure many will try. The style looks good almost only on tall size twos and fours, but can be disastrous even then. Buyer beware. Find it here: <a href="http://www.torontolife.com/guide/fashion/accessories/chasse-garde/">Chasse Gardée</a>. The much-hyped newish boutique carries impeccably stylish footwear. Aldo. The <a href="http://www.aldoshoes.com/ca-eng/women/boots/tall-boots/75467924-cassetty/97">Cassetty</a> is more affordable than designer versions and more comfortable.

An earlier version of this story included a mislabelled photograph. We've since corrected the mistake.

Li via Facebook, Karafa from the Hamilton Police Service

Maddy Mahoney, Isabel B. Slone and Charlie Wagner-Chazalon, with research by Jes Mason

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