1 Play up that waistline in a belted khaki army number by Aquaverde ( Lileo , 55 Mill, 416-413-1410, $305)
2 Go for retro appeal in this re-released men's red cotton zip-front by Penguin ( Urban Outfitters , 235 Yonge, 416-214-1466, $75).
3 The waterproof "Pamir 2" jacket ( Mountain Equipment Co-op , 400 King West, 416-340-2667, $160) protects you from the elements and from wearing too many zippers.
4 Show off your in-the-know look in a hooded, quilted floral bomber by Toronto design team Mercy ( Georgie Bolesworth , 891 Dundas West, 416-703-7625, $240).
5 Support Canadian fashion by investing in this zip-up butter-soft, dusty rose leather blazer from Montreal-based design house Mackage ( Studio Deluxe , 793 Queen West, 416-603-3704, $585).