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The Most Eyebrow-Raising Moments at NYFW Spring ’25 You Might Have Missed: Jojo Siwa’s Bold Look, Lil’ Kim, and More

From Lil' Kim's late entrance to Jojo Siwa's fur-ball outfit, take a look at the some of the most awkward and eyebrow-raising moments during NYFW.
Tiffany Haddish, Lil' Kim and Cyndi Lauper at Christian Siriano RTW Spring 2025 as part of New York Ready to Wear Fashion Week held at the Pierre Hotel on September 6, 2024 in New York, New York.
Zayn Malik at Off-White RTW Spring 2025 as part of New York Ready to Wear Fashion Week held at the Brooklyn Bridge Park on September 8, 2024 in New York, New York.
The Most Awkward Moments at NYFW Spring '25 You Might Have Missed
Issa Rae at Off-White RTW Spring 2025 as part of New York Ready to Wear Fashion Week held at the Brooklyn Bridge Park on September 8, 2024 in New York, New York.
NEW YORK, NEW YORK - SEPTEMBER 08: Paris Jackson attends the Off-White fashion show during the September 2024 New York Fashion Week on September 08, 2024 in New York City. (Photo by Michael Loccisano/Getty Images)
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New York Fashion Week had plenty of memorable moments. From new shoe collaborations making their debut on the runways to celebrity sightings galore. But there were also some awkward moments this season that had people talking on and off social media.

Here, the most eyebrow-raising moments from NYFW spring ’25.

Jojo Siwa’s Fur Ball & Monster Boots Look

The often controversial Jojo Siwa turned heads when she strolled in to Christian Cowan’s NYFW show on Sept. 8. While she was one of the last to arrive, it looked as if she could have been a model on the runway, wearing the designer’s giant black fur ball look paired with furry green Monster boots. “This is not the fashion show,” she said on her way to her seat. Her look, however, prevented the singer from actually sitting down.

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Anna Wintour Calls Out Naomi Campbell

Naomi Campbell accepted the Fashion Icon Award at Harlem’s Fashion Row Fashion Show & Style Awards on Sept. 3 from Anna Wintour who was there to present her with the honor. Onstage, Wintour called out the model for being late. “I am a very punctual person, and I have the honor of presenting tonight to someone who is often late,” she said. Campbell, meanwhile, had her own rebuttal.

“Yes, Naomi is always late,” she said, before adding, “It’s so important that I’m here today, and I’m honored to be here in Harlem… Everything’s going to work out the way it’s going to work out. It wasn’t my choice to have the other woman,” she said, referring to Wintour. “I’d much rather have this,” Campbell then pointed to Harper’s Bazaar editor-in-chief, Samira Nasr, who also gave Campbell an introduction.

NEW YORK, NEW YORK - SEPTEMBER 03: Naomi Campbell attends the 17th Annual Harlem's Fashion Row Fashion Show & Style Awards on September 03, 2024 in New York City. (Photo by Dia Dipasupil/Getty Images)
Naomi Campbell attends the 17th Annual Harlem’s Fashion Row Fashion Show & Style Awards on September 03, 2024 in New York City. Dia Dipasupil/Getty Images

Lil’ Kim Arrives Late to Christian Siriano

Rapper Lil’ Kim arrived late to Christian Siriano’s show on Sept. 6. So late, in fact, models were already walking the runway. Social media erupted with comments after the moment, with users debating over decorum and Lil’ Kim’s status. “I don’t condone lateness, but this woman is an icon and they obviously didn’t have a problem with it so maybe you all should chill,” one user wrote. “Arriving late to a show is unprofessional and disrespectful to the models no matter who you are,” another commented.

 
 
 
 
 
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Kathy Hilton Dares Tiffany Haddish to Walk the Runway

At Monse’s spring ’25 show last week, Kathy Hilton and her daughters, Paris and Nicky Hilton, sat on the front row next to actress Tiffany Haddish. While guests waited for the show to begin, Kathy dared Haddish to walk the catwalk to provide some entertainment in the interim. “Right now, do it, and wave,” said Kathy.

 
 
 
 
 
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