Olivia Rodrigo Unleashes Guts at Osheaga 2025 • CelebMafia

Trading polished pop for a punk-rock vision—complete with a vintage guitar and rebellious boots—Olivia Rodrigo absolutely owned the Osheaga stage.

There’s a moment on stage when an artist stops performing and starts embodying their art. At Osheaga Festival in Montreal this past August 3, that’s precisely what Olivia Rodrigo did. She stepped out not as a pop star, but as a rock goddess. A new, more visceral version. It was a stylistic gut-punch, the kind you feel in your soul.

Her look was a masterful blend of vintage rebellion and modern polish. A black, bustier-style top paired with a coordinating floral mini skirt could have felt sweet, but Rodrigo—and her stylist—clearly had other ideas. She grounded the entire look in pure, unfiltered attitude with a pair of Dr Martens Audrick 20-Eye Leather Knee High Platform Boots. These aren’t just boots; they’re a declaration. They anchor the silhouette, giving her a presence that’s both imposing and playfully defiant.

The rebel-without-a-cause vibe was amplified by Calzedonia Micronet Tights, a detail that feels pulled straight from a ‘90s-era music video. It’s a subtle choice, but an intentional one—a nod to the riot grrrl aesthetic without feeling like a cosplay.

The whole ensemble—from the textured hair to the moody lighting—created a narrative. It felt like she was channeling the spirit of a forgotten rock hero, someone like Joan Jett or Courtney Love, but filtered through the lens of a Gen Z cultural icon. Is this a passing festival moment? A tribute to her musical influences? Or is this, maybe, who she was meant to be all along? It’s a question that—for now—we can only ponder.

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