Ariana Grande'S Iconic Oversized Hoodie: The Style Born From Struggle

  • By Zoe
  • Jan. 30, 2026, 8 a.m.

Ariana's Fashion Flashback

Ariana Grande is taking us on a nostalgic journey, reflecting on the highs and lows of her life through her unforgettable fashion choices. In a recent episode of Vogue's Life in Looks series, the 32-year-old pop sensation and actress revisited some of her most iconic styles, including one that became her signature in 2018 – the oversized hoodie paired with thigh-high boots.

The Cozy Comfort of 2018

While examining a 2018 photo of herself in this laid-back ensemble, Ariana candidly shared, “This was a very strange time in my life.” She explained that during this phase, she sought refuge in cozy attire as she navigated a whirlwind of emotions. "I was processing a lot, and I always wanted to hide away in something really cozy," she admitted.

“But I remember that the boots still made me feel c***. I genuinely, at the time, did not have the mental energy to consider clothing. So the easiest thing for me was to throw on a sweatshirt and a c***y boot and that was how it happened.”

Behind the Signature Look

The oversized hoodie look wasn't just a fashion statement – it was a shield during a difficult chapter in Ariana's life. In May 2017, her concert in Manchester, England, was the site of a tragic suicide bombing that claimed 22 lives and injured over 500 people, leaving a deep impact on the pop star.

Adding to her emotional turmoil, Ariana faced the heartbreaking loss of her former boyfriend, Mac Miller, who died of an accidental overdose on September 7, 2018. The grief didn’t stop there as she ended her engagement to Pete Davidson just a month later, marking the end of a whirlwind romance that began in May 2018 and swiftly led to an engagement.

Finding Strength Through Style

Despite the tumultuous events, Ariana’s oversized hoodie and thigh-high boots became a symbol of her resilience and strength. The ensemble, born out of a need for comfort, allowed her to stay grounded while managing public and personal challenges. This look, although simple, spoke volumes about her ability to move forward and find strength in simplicity.

Zoe
Author: Zoe
Zoe

Zoe

Zoe translates internet chaos into clean, clickable stories. She lives on TikTok, IG, and X, tracking celeb posts, fan reactions, and trend cycles before they hit mainstream. Her pieces connect platforms, context, and why it matters now.