I’ve alluded more than once here on HSS that I’m big on the classic Italian gentleman style. Well-tailored suits cut from beautiful cloth, a nice pair of loafers or double monk straps and a couple great accessories with just a little flair not only make you look good, but also make you feel good. Right? Because style isn’t just how you dress, but how you live. And often these go hand in hand.

Our biggest picture of Italian style here in the states largely comes from Pitti street style photos. In them, we see guys going all out with boldness – colors, accessories, layering, high-low. And while there are certainly a few elements of Pitti style that transcend the peacocking, not all Italian men dress like the dudes at Pitti.

how to dress like an italian gentleman

Beyond the peacocks, there are plenty of gentleman who just dress nicely but have that little bit of style something that’s hard to put into words. We’ll meet one of them on HSS tomorrow.

how to dress like an italian gentleman

| WEARING | Daniele Alessandrini Grey topcoat, Vintage YSL pants and waistcoat, Suitsupply shirt, Hat c/o Cambiaghi, Brooks Brothers scarf, Paul Stuart gloves, Drake’s tie, Loafers c/o Tod’s | LOCATION | Via Francesco Pecorari, Milan | PHOTOGRAPHY | by Rob McIver Photo

I’m not an Italian, nor do I have any Italian heritage, but that doesn’t preclude me from an affinity for Italian style. One of the most important elements to fall/winter style is a great coat. Doesn’t matter whether it’s an overcoat or a topcoat – yes, there’s a difference – it’s just got to fit great.

Judging by the comments here, on Facebook and elsewhere, many of you have really been digging the topcoat I’ve been favoring this season. It’s by Daniele Alessandrini Grey and is actually on sale right now. Every once in a while you hit a homerun with a piece and I’m glad I picked this one up.

The classic Italian gentleman always seems to work within a neutral color palate. Just to reiterate: it’s okay to keep it classic. It’s not boring, it’s impressive – especially if your clothes fit you right. Let your neutral suit be a blank canvas and add a little bit of color with your accessories, like ties, pocket squares and hats.

how to dress like an italian gentleman

tods leo clamp loafers

Thanks for reading and stay tuned tomorrow for a very special feature.

Stylishly Yours,

Brian Sacawa
He Spoke Style


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