As any New Yorker knows, the kind of style you spot in the street is highly dependent on which neighborhood you find yourself in. Lower Manhattan is unquestionably home to the trendsetting crowd, and whenever I find myself taking a stroll through the blocks just south of Houston Street, I'm instantly reminded of which trends, brands, and items are most popular among Gen Z and millennials at the moment. Right now, there's a single handbag style I'm spotting on the arms of the best dressed in the borough: slouchy and oversize bags that look (and in some cases, are) straight out of the early 2000s.

On Bella Hadid: Balenciaga Le City Medium Bag ($2900)

While the designer bags of 2025 are a particularly strong bunch—what with the arrival of the Bottega Veneta Ciao Ciao, Balenciaga Rodeo, and Khaite Cate—they're all still being crushed by the carryall that's made a roaring resurgence from the early aughts. The era has loomed large recently as fashion's most influential decade and nowhere have we seen that more obviously than when it comes to the handbags that celebs and the fashion set alike are reaching for, but especially the Balenciaga Le City Bag.

On Kaia Gerber: Balenciaga Le City Medium Bag ($2900); Dôen cardigan; Leset pants; Repetto flats

First released in 2001 as the Motorcycle Bag, the City Bag was Hollywood's hottest outfit companion throughout the 2000s with everyone from Mischa Barton to Mary-Kate and Ashley Olsen to Nicole Richie sporting theirs nonstop. Balenciaga recently debuted its updated take on the iconic City Bag, dubbing it Le City, and celebs like Bella Hadid, Kaia Gerber, and Tate McRae have all been spotted carrying theirs over the last several weeks. The bags are taking off across Instagram and TikTok as the fashion set revisits this nostalgic favorite.

On Tate McRae: Balenciaga Le City Large Bag ($3250)

McRae, whose third album, So Close to What, was just released, stepped out in New York this week in a casual winter combo of trousers, chunky sneakers, and a wool coat, adding a Balenciaga Le City Bag in smoke to complete the muted look.

On Rachel Sennott: Chloé Paddington Bag

Photographed at the Sundance Film Festival in Park City, Utah, Sennott perfectly matched her tan jacket and skirt to her vintage Paddington, which was sourced by Last Platinum Vintage.

New Yorkers tend to wear theirs with other It pieces like Puma sneakers, statement coats, and track pants and are always accessorizing the bags with personalized touches in the form of bag charms and stickers.

Although celebs in L.A. and fashion people in New York are who we spot carrying the bags the most, the European trendsetting bunch are also very fond of the City Bag.

When a fashion person picks up the early aughts carryall, they're more than likely wearing it with other calling cards of the decade, like skinny jeans.

Anna is an NYC-based senior fashion editor who has been a member of the Who What Wear team for over seven years, having begun her career in L.A. at brands like Michael Kors and A.L.C. As an editor, she has earned a reputation for her coverage of breaking trends, emerging brands, luxury shopping curations, fashion features, and more. Anna has penned a number Who What Wear cover interviews, including Megan Fox, Julia Garner, and Lilly Collins. She also leads the site’s emerging travel vertical that highlights all things travel and lifestyle through a fashion-person lens.