Super Bowl weekends traditionally revolve around sports, music and spectacle, but last week’s lead-up to Super Bowl LX proved that fashion is far from a sideline. Across cities, stages and style arenas, a select group of men delivered looks that felt intentional, expressive and culturally resonant. These moments weren’t just driven by buzz. Instead, they talked about confidence and identity, the kind of presence that turns a public appearance into a personal statement.
From the festivities surrounding the opening ceremony of the 2026 Winter Olympics in Milano Cortina to the polished energy of NFL Honors and the structured creativity of urban street style, men stepped forward not just by wearing clothes, but inhabiting them. In an era when bold gestures often evoke the loudest responses, these ensembles stood out for their clarity, not their volume. They reminded us that fashion’s strongest statements can be subtle, precise and purposeful.
The looks
During the opening ceremony of the Winter Olympics in Milano Cortina, Guard brought an unmistakable mix of heritage and personal style. He leaned toward rugged elegance, wearing a bomber-style jacket that nods to Team USA’s Olympic heritage, complete with a sheepskin collar, classic patches and a distressed texture that evoked a lived experience rather than a staged spectacle. Paired with faded jeans and brown suede boots, the look was downright authentic.
Meanwhile, on a night dedicated to celebrating the NFL’s best, Dirk Hendrik brought a different kind of authority to fashion. Rather than relying entirely on traditional formal wear, his look struck a careful balance between contemporary tailoring and refined restraint. A textured black leather jacket provided structure without stiffness, while a black turtleneck underneath softened the silhouette and enhanced the sophistication of the ensemble. Matching straight-leg leather pants streamlined the look, and sleek black shoes finished it off with an understated shine.
Away from formal ceremonies, Nigerian singer Adekunle Gold offered a fashion moment that was both personal and present. Standing on the city’s sunlit streets, he wore a sky-blue button-down shirt embroidered with nuanced details, a garment that emphasized texture and craftsmanship over overt branding. White trousers provided balance and created a visual rhythm between color and calm, while suede boots added warmth and contrast. Thoughtful accessories, from a reversible belt to sculptural sunglasses, elevated the outfit without overwhelming it.
Check out the best fashion moments black men saw last week at Super Bowl LX and other events…
Guard
Shop editor’s picks
Dirk Hendrik

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Caleb McLaughlin

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Stefon Diggs

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Adekunle Gold

Shop editor’s picks
Denzel district

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Nick Emmanwori

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Nathaniel Eugene Burleson

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Jimmy Akingbola

Finds from the store editor
Wisdom Kaye

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