(photo: JJ Thompson)

Zara’s upscale sibling, Massimo Dutti, has arrived in Canada to begin transforming the country one prepster at a time. Popular around the world  for its tailored  essentials—from blazers and trousers to polos and cashmere sweaters—the brand is often compared to quintessential American label Ralph Lauren. The Spanish-based line of apparel, footwear and accessories for men and women is designed with the yuppie urbanite in mind, while also catering to the manor-born with pieces like silk handkerchiefs and bow ties.  —Linda Luong