Kaia Gerber Slips Into a Leather-on-Leather Late Night Outfit in New York City

Kaia Gerber gets out of a car in New York City wearing a leather jacket and a mini skirt with moto boots — (Image credit: Backgrid)

Kaia Gerber let her leather-on-leather outfit do the talking on a Sept. 30 meet-up with Cole Bennett. The outing comes amid rumors that she and actor Austin Butler—who have not been photographed together since August—have broken up after three years of dating.

That said, the 23-year-old model didn't appear fazed as she strolled into a show with 28-year-old Bennet on Monday evening. The Bottoms star wore black from head to toe, beginning with a leather motorcycle jacket layered over what appears to be a hoodie. From there, she slipped into a leather-look mini skirt with pleats and a subtle flare. She accessorized the look with classic knee-high boots and a black leather shoulder bag with grommets. Outfit credits weren't available at press time, so there's still a chance she snagged them on her recent Zara shopping spree. Still, it's an obvious departure from the low-rise jeans and It sneakers she sported a few days before.

Kaia Gerber in leather jacket and boots in NYC — Kaia Gerber in black leather jacket and knee-high boots in New York City.

Nordstrom Leather Moto Jacket

Aritzia Olive Micro Skirt

Vagabond Shoemakers Blanca Knee High Boot

Her brunette hair was curled into soft waves for the occasion and her makeup showcased a soft smoky eye paired with brown lipstick. Bennett, meanwhile, dressed casually in light wash jeans, a collared black jacket, a baseball cap, and white sneakers.

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Kaia Gerber and Cole Bennett on a date night in NYC — Kaia Gerber and Cole Bennett attending a show together in New York City.

In case you're curious, Bennett's day job—when he's not dating supermodels such as Gigi Hadid—is directing music videos for rappers including Drake, Lil Yachty, and Eminem. He's also the founder of Lyrical Lemonade, a multimedia company that grew out of a blog he started in high school. In other words, this guy seems very well-connected. Plus, he and Gerber have apparently been friendly for a bit.

In July, Gerber and then-boyfriend Austin Butler went on a double date with Bennett and Daisy Jones and The Six star Camila Morrone. But here's the kicker: Morrone and Bennett announced their split after two years of dating only a few days after that fateful night out with Gerber and Butler. Suffice it to say, Gerber and Bennett have history. But drama aside, I'm of the opinion that every woman has the right to a palette-cleansing hang. I'll definitely be keeping my eyes on these two—and whatever they wear on their next night out.

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Hanna Lustig is a staff writer at Marie Claire, where she gets to gab every day about the topics she holds most dear: fashion, beauty, and celebrity. Hanna’s editorial journey began with formative internships at Elle and InStyle, where she was lucky enough to work for some of the smartest women in media while she was still in college at the University of Tennessee. Hanna then accepted a digital culture reporting fellowship at Insider, where she helped carve out a new beat dedicated to covering influencers. Those experiences later served her well as a staff writer at Glamour, where she developed a knack for spinning quick turnaround celebrity news and trend reporting into juicy feature stories. Some of her greatest hits include an earnest ode to the no-pants trend, this meticulously reported feature exploring the rise of endoscopic facelifts, this snappy take on the Chanel-designed fantasy of Sofia Richie’s wedding, this tribute to WAGs past and present, and this timeline of Katie Holmes’s life and career as told through her denim collection.

Diane Keaton once hung up on Hanna during an interview, but thankfully that mishap did not derail what has otherwise been a deeply fulfilling career writing for and about women. As one of Marie Claire's resident experts on style and culture, her current coverage ranges from exploring TikTok's contrast makeup theory and the return of the boat shoe trend to interviews with costume designers for hit shows like Nobody Wants This and The Penguin. When she’s not at work, Hanna can probably be found listening to pop music, talking to her dog, and gossiping with her best friends. For more of Hanna’s perfect opinions on pop culture, you can follow her on Instagram and X.