Menswear Look of the Week: Italian Chic

 In Style

The Italians know how to do it best. Every year, hordes of dashing men in the fashion biz gather in Florence for this four-day trade show of fashion events called “Pitti Uomo.” Anyone who recognizes these words will equate it with 1) some kind of fancy, rare pasta (wrong), or 2) a surge of street style photos of, quite literally, the best dressed of the best dressed. Here’s how to dress like them.

ALIVE Menswear Pitti Uomo

Simple, right? That’s because it is. In the past few seasons—especially for fall—these guys play up soft cotton twills, easy layering pieces, light accessories and some of the finest leather shoes. Start with the basics: Cotton-twill or corduroy trousers (hemmed or cuffed) and a light shirt. On top, throw on a double-breasted blazer, like this one by Ermenegildo Zegna, and a light scarf that’s either draped around the neck or tied in a funky knot, depending on the length. Tie it together with Chelsea boots–we love these two-tone faded ones by Donald J. Pliner–and a sharp bag, and you’re in business.

The way to make this kind of outfit a champion for whatever occasion is all about the tailoring. Italians are known for incredible fit in their clothes; in fact, many of the gentlemen at Pitti Uomo and on the streets of Milan look like they have their own personal tailor with whom they’ve been best friends for years. Our two tips are simple: know your size when buying off-the-rack, and don’t be afraid to be picky with a tailor. These kinds of pieces, all combined, should fit snug and show off your body—not hide it. Consider this the gateway to an elegant Italian look.

Ermenegildo Zegna double-breasted blazer ($897 at Nordstrom); Ted Baker linen shirt ($125 in similar styles at Moris Men’s Shop); Ben Sherman trousers ($100 in similar styles at Moris Men’s Shop); Donald J. Pliner “Ring” boots ($279 at Mister Guy); Filson leather tote (price varies in similar styles at Devil City);  Scarf ($9.95 at H&M); Beausoleil eyeglasses (price varies at The Eye Bar)

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