The Rise of the Rolled Beanie: What Do We Call This New Celebrity Hat Trend?

The Rise of the Rolled Beanie: What Do We Call This New Celebrity Hat Trend?

The Rolled Beanie Trend Is Everywhere—But What Exactly Are We Calling This New Hat Style?

While much of menswear continues to orbit around loafers, oversized tailoring, and tonal knits—what some jokingly call “Frog and Toad chic”—a new headwear microtrend is quietly reshaping the celebrity street-style scene. It’s subtle, it’s strange, it’s a little chaotic, and yes—its origins lead back to Justin Bieber.

For nearly a year, Bieber has been dramatically rolling the brims of his brand Skylrk’s skullcaps and lightweight beanies far beyond their natural fold. Instead of a soft cuffed edge, the exaggerated roll exposes the inner seams of the hat, transforming it into a structured, almost sculptural piece of headwear. This has become such a signature part of the singer’s wardrobe that its evolution was documented earlier this year, with many noticing its uncanny resemblance to the silhouette of a durag. Bieber, of course, has blurred that line before—if he wanted to wear a durag, he simply would.

David Beckham sporting his infamous durag during an encounter with then-Prince Charles in 2000. Ken Goff/Getty Images
David Beckham sporting his infamous durag during an encounter with then-Prince Charles in 2000. Ken Goff/Getty Images

But he’s no longer the only one experimenting with this peculiar aesthetic. Romeo Beckham, son of footballer David Beckham—who famously wore a black durag during a 2000 meeting with then-Prince Charles—has adopted the look with enthusiasm. Just last month, he appeared courtside at the Rolex Paris Masters wearing a rolled bright-green cap, styled with a white tank and layered silver chains. Earlier in the year, he appeared on the cover of Replica Man wearing a tightly tied Alexander McQueen scarf paired with a cocked Yankees fitted cap.

Meanwhile, in Los Angeles farmers markets, Anwar Hadid has taken the trend in a different direction: wearing a skullcap unrolled and pulled low over his brows, reminiscent of Jesse Pinkman’s early Breaking Bad silhouette.


This Isn’t a Hipster Beanie or ’90s Rapper Style

Importantly, this trend is not a revival of the double-folded wool caps favored by 2010s Brooklyn hipsters, nor is it the sky-high beanie worn by rappers and skaters in the ’90s and early 2000s. The rolled beanie of 2025 plays with visual illusion. From far away, the cap might register as protective headwear—an item one would typically find at a beauty supply store. Up close, it’s clearly something else: a beanie manipulated into an entirely new form.

And that’s where the cultural conversation deepens.


A “White-Boy Durag”? A Twisted Toque? Or Something Else?

As white celebrities continue to dabble in traditionally Black fashion codes—grills, sagging denim, streetwear silhouettes—certain style elements remain culturally specific and socially sensitive. Durags and certain braided hairstyles sit squarely in that category. The rise of the exaggerated rolled beanie could be read as a workaround: an accessory that evokes streetwear visuals without crossing sociocultural lines as overtly.

Some have jokingly dubbed it the “white-boy durag,” while others have proposed names like the “Burbank bonnet” or the “twisted toque.” Whatever we call it, the trend suggests a creative but cautious approach to borrowing from aesthetics with deep cultural roots.


Meanwhile, Young Black Men Are Embracing a Very Different Look

Interestingly, while these white male celebrities experiment with hyper-rolled beanies and scarf-wrapped caps, young Black men online have gravitated toward a near-opposite aesthetic: cozy, preppy knitwear. Viral videos show creators celebrating the rise of knit quarter-zip pullovers, a softer, collegiate look that has replaced the Nike Tech Fleece sets that once dominated.


XNY/Star Max Justin Bieber
XNY/Star Max Justin Bieber

Neil Mockford Romeo Beckham
Neil Mockford Romeo Beckham

Hollywood To You/Star Max Anwar Hadid
Hollywood To You/Star Max Anwar Hadid

This contrast makes Bieber’s new wave of experimental headwear even more compelling. While one style tribe moves toward clean, classic prep, another leans into performative, street-coded accessories that blur the line between homage and reinvention.


A Microtrend Worth Watching

The rolled beanie is still in its early days—more meme than mainstream—but its growing presence among highly visible celebrities suggests that it may soon spread. Whether the fashion world eventually lands on a name for this look, the conversation around it tells us far more: about cultural mixing, about celebrity influence, and about the constant evolution of modern menswear.

One thing is certain: this isn’t just a hat—it’s a visual statement, and it’s only getting louder.

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