Jesse Grant/Getty Images Entertainment/Getty ImagesAriana Grande’s style evolution is famously drastic. She’s gone from her red-headed Nickelodeon beginnings to becoming a fully Glinda-fied blonde fashionista. But one of her most iconic sartorial eras came in the middle of those two extremes. Back in 2018, Grande became known for combining cozy tops with fiercely couture footwear — or, as she refers to it, her “sweatshirt and a c*nty boot” look. Now, she’s opening up about the deeper meaning behind this signature aesthetic.
The singer looked back on her standout style moments in a Jan. 27 Vogue video, and a paparazzi pic from 2018 gave her a bit of pause. In the photo, Grande was wearing an oversized black sweater with thigh-high boots.
“This was a very strange time in my life; I was processing a lot,” Grande recalled. “And I always wanted to hide away in something really cozy, but I r...

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