New Yorkers, get ready to get Guccified. The newly appointed creative director Demna will present his first resort show for the Italian brand today at a secret location in the city (who doesn’t love a surprise?). Judging by the stylish street-fashion crowd wearing the label, it’s almost certain that the scene outside the show will be just as exciting as the runway itself. Expect double-G logos, tight dresses, the iconic loafers, and much more. Below, check out how Demi Moore, Ryan Gosling, Alex Consani, Amelia Gray, and others have created unforgettable “lights, camera, action” moments in Milan.

Milan, spring 2026 ready-to-wear
Photographed by Phil Oh

Milan, fall 2026 ready-to-wear
Photographed by Phil Oh

Milan, fall 2026 ready-to-wear
Photographed by Phil Oh

Milan, fall 2026 ready-to-wear
Photographed by Phil Oh

Milan, spring 2025 ready-to-wear
Photographed by Phil Oh

Milan, spring 2018 ready-to-wear
Photographed by Phil Oh

Milan, spring 2023 ready-to-wear
Photographed by Phil Oh

Milan, fall 2026 ready-to-wear
Photographed by Phil Oh

Milan, spring 2026 ready-to-wear
Photographed by Phil Oh

Milan, spring 2023 ready-to-wear
Photographed by Phil Oh

Milan, spring 2026 ready-to-wear
Photographed by Phil Oh

Milan, spring 2026 ready-to-wear
Photographed by Phil Oh

Milan, spring 2026 ready-to-wear
Photographed by Phil Oh

Milan, spring 2017 ready-to-wear
Photographed by Phil Oh

Milan, spring 2023 ready-to-wear
Photographed by Phil Oh

Frequently Asked Questions
Here is a list of FAQs about Street Style Rewind The Best of Gucci designed to cover everything from basic concepts to deeper insights

BeginnerLevel Questions

1 What exactly is Street Style Rewind The Best of Gucci
Its a curated look back at how Guccis designsespecially from the Alessandro Michele erainfluenced real street fashion It highlights the most iconic Gucci pieces that people actually wore on the streets from loafers to logo belts

2 Why is Gucci considered such a big deal in street style
Gucci mastered the luxury meets eclectic look They took vintageinspired patterns and made them feel cool bold and wearable for everyday people not just models

3 What are the most iconic Gucci street style items from this rewind
The top items are the Princetown leather slippers the GG Supreme canvas belt the oversized GG logo sweaters and the chunky Rhyton sneakers Also the horsebit loafers are a classic

4 Is this just about old collections or is it still relevant today
Its both The rewind looks at the peak of the trend but the style is still influential Many of these pieces are considered timeless streetwear staples now and newer designers still reference this era

Intermediate Advanced Questions

5 How did Alessandro Michele change Guccis street style appeal
Before Michele Gucci was sleek and sexy He flipped it to geekchic and maximalist He mixed high fashion with thriftstore vibes making it okay to wear a tigerprint blouse with dad jeans and chunky sneakers That authenticity resonated with street style photographers

6 Whats the difference between logomania Gucci and the vintageinspired Gucci
Logomania is all about the big bold GG logo
Vintageinspired is more about the prints floral embroidery Renaissance motifs and the Marmont quilted leather The rewind celebrates both but the vintage look is often considered more elevated