Coincidentally, the first high-fashion runway show Kendall Jenner booked was for Marc Jacobs in 2014, when she was just 18 years old. Nearly a decade later, Jenner reflected on the sheer brown top and bleached-brow look. “I actually could not believe I was there,” she said in Vogue’s “Life in Looks” video in September 2022. “I was pretty chill, even though my boobies were out.”

Jenner says she approved the see-through top before seeing it in person. “I remember getting a call from my agent saying that Marc and Katie [Grand] wanted to put me in this kind of sheer top, and I was like, ‘I’m game. I don’t mind. I’m all good with the nipple,’” she said. “It didn’t make me any more nervous. I genuinely was just like, ‘Dope, whatever they want, it’s their vision, let’s do it.’ So I was completely comfortable.”

Clearly, she’s only got bolder from there. 

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