Sasha Obama is proving once again that she’s got her finger on the pulse of fashion’s favorite revival: the early 2000s. Stepping out at a party hosted by artist Destin Conrad, Sasha turned heads in a casual yet carefully styled outfit featuring a white crop top, low-rise jeans, and the star of the show—a thick, statement-making belt straight out of the Y2K playbook.
Adding to the look’s vintage charm, Sasha accessorized with a brown teardrop necklace, knotless braids, and a softly glowing makeup finish. It’s a vibe that feels both nostalgic and refreshingly modern, striking the perfect balance between laid-back and eye-catching.
This isn’t her first time leaning into retro flair. Just last year, Sasha attended the Charli XCX and Troye Sivan “Sweat” tour wearing skinny True Religion jeans, knee-high boots, a red mesh top, and—you guessed it—another bold belt. It’s clear she’s crafting a signature style that celebrates throwback fashion while keeping it current.
As Sasha continues to experiment with fashion, her steady nod to the Y2K era cements her as a Gen Z tastemaker who’s not afraid to remix the past with her own personal twist.
