5 Street Style Trends From NYC Icons You Should Know

If you’re like me, you may have grown up with the glamorous 2000s TV series Gossip Girl. The show followed the lives of the overly dramatic, well-dressed Upper East Side teenagers and their intertwined stories of sex and scandal, but 12-year-old me brushed past all of that to instead watch the characters on the show I admired—the teens’ fabulously opulent mothers. Lily van der Woodsen and Eleanor Waldorf aren’t just impeccably stylish, over-the-top fictional characters, though. Their real-life counterparts are some of the best dressed fashion people you need to be paying attention to. Enter the viral Ladies of Madison Avenue Instagram and TikTok pages.

Created by trained womenswear designer turned documentarian Joshua Kamei, the man-on-the-street style account has risen in the ranks to become one of the best fashion follows of 2023. Sitting at just under 250,000 Instagram followers, Kamei takes his camera and travels to the hot spots frequented by the stylish, opulent residents of New York’s fashion crowd. Think Lincoln Center performances, charity galas, and, yes, Madison Avenue. 

“If someone is fabulous, they are fabulous, so I ask them questions about style, not age. It seems to have appealed to people,” Kamei tells Who What Wear, touching upon the fascination with the people he interviews and photographs. His subjects don’t just include relatively unknown women walking down the street—they also include style icons like Carolina Herrera, Vera Wang, Diane von Furstenberg, Dominique Jackson, and his personal style icon, Aerin Lauder. 

While you can learn about your own personal style at any age, it’s important to note the years and experience that come along with his older female subjects. “They are masters at accessorizing,” Kamei gushes. It’s not hard to understand why. A glimpse at the 600+ images Kamei has posted since starting the account shows that some of the city’s longtime residents appear to be the most well-dressed. 

In the age of quiet-luxury and stealth-wealth aesthetics, it feels like Kamei’s project is a firsthand account of the anti-trend movement that’s slowly picking up steam. His thoughts on the matter, you ask? “I think it depends on the woman, but if you are wearing a Verdura necklace or Valentino or Christian Dior couture gown, I don’t think it is really that quiet,” he says. In the end, it doesn’t matter if you’re not wearing labels or wearing garments that cost as much as someone’s rent. It’s about truely personal style outside of what people expect you to wear.

“The women I tend to interview don’t really focus on trends. They wear what works for them,” Kamei explains, pointing to the colorful dresses, over-the-top accessories, and personal touches his subjects often wear on the street. “They are timeless but also appropriate to the occasion they are attending, whether it be a garden party or black-tie affair.”



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Jessica Wang Shares Her Milan Fashion Week Highlights

Milan Fashion Week has come and gone, but not without serving up a delightful platter of noteworthy moments, both on and off the runway. There were buzzy designer debuts—Sabato de Sarno at Gucci and Peter Hawkings at Tom Ford—star-studded front rows (Prada brought out all of our favorites), and some of the best street style of the season. But what is it really like being a part of all the action? To find out, we enlisted Jessica Wang, globetrotter and one of the most influential arbiters of glamorous style, to give us her first person account of one of the most anticipated stops on the fashion week tour. From stylish dinners to Missoni fittings and a show-packed schedule, Wang had nary a free minute to spare, but that didn’t stop her from showing up and showing out in some seriously dreamy looks. Here, she shares all her MFW highlights exclusively for Who What Wear.



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The Best Street Style at New York Fashion Week Spring 2023

Like Art Basel and Burning Man, New York Fashion Week has a tendency to take over an entire city—and its inhabitants’ Instagrams. Literally, you can’t turn a corner or scroll through your feed without being bombarded with extremely well-dressed people ready to stop traffic to pose for a photo. For that reason, we asked our resident photographer Tyler Joe to capture the best of the best looks on the streets, from editors and influencers to city dwellers just looking to get in on the fun (and really, who could blame them?).

See the looks below, and make sure to check back as Joe continues to snap the streets the rest of the week.



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