The 80 Best Street Style Looks from Pitti Uomo 89

It began in the early ’70s as nothing but a simple industry trade show, a chance for foreign retailers to survey the very best of Italian fashion. But over the decades — and, especially since the recent rise of street style photography — Pitti Uomo has evolved into a mecca for male fashionistas.

Twice a year, a gaggle of bespoke-clad dandies descend upon Florence to attend the show, network with like-minded sartorialists, and with any luck, have their picture taken by a blogger or two. In many ways, the style-minded gents peacocking about outside have come to overshadow Pitti itself.

While the outfits at Pitti can sometimes toe the line of outlandishness, they’re more often than not a solid gauge of coming trends a season or two down the line. For a peek ahead, we had photographer Jun Her on the ground in Florence to capture all the coolest looks on display at the latest edition of the show.

Photography by Jun Her

 

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The Film Issue is here. Two decades after Black Hawk Down and Pearl Harbor, Josh Hartnett has long since outgrown the archetypal hero. This September, we sit down with one of cinema’s most sought-after talents ahead of TIFF—with Verity and Below on the horizon, what’s next is his most compelling work yet.

Cover full look by @louisvuitton 
Videography @brandonhep 
Photography @rankinarchive 
Styling @dolly.lanvin (@forwardartists)
Grooming @charley.mcewen (@theonly.agency)
Prop Stylist @elliottrooney 
Prop Assistant Jim Charles
Stylist Assistant @marniseabright 
Photo Assistants Charlie Cummings, Olly Dundas
Managing Editor @marcastaldo 
Art Director @donna.militar 
Fashion Director @bananahales 
Director of Digital Content @justinmfrost 
Social Media Manager @roxrubytam
Entertainment Editor @elyciarubin 

#JoshHartnett #SharpMagazine #TIFF #Verity #Below
He’s always gone deeper than the surface.

Josh Hartnett covers SHARP September 2026—The Film Issue. On newsstands August 25th.

Full look by @louisvuitton
Photography @rankinarchive 
Styling @dolly.lanvin (@forwardartists)
Grooming @charley.mcewen (@theonly.agency)
Prop Stylist @elliottrooney 
Prop Assistant Jim Charles
Stylist Assistant @marniseabright 
Photo Assistants Charlie Cummings, Olly Dundas
Managing Editor @marcastaldo 
Art Director @donna.militar 
Fashion Director @bananahales 
Director of Digital Content @justinmfrost 
Social Media Manager @roxrubytam
Entertainment Editor @elyciarubin 

#JoshHartnett #SharpMagazine #TheFilmIssue #TIFF