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After a 23-Year Absence, Madonna Kicks Off the VMAs Alongside Sabrina Carpenter and Charli XCX

It had been 23 years since Madonna last graced the MTV VMAs stage, but she returned to open the show with Sabrina Carpenter and Charli XCX performing "Confessions II" tracks, ultimately taking home seven trophies.

Yu-Ting Lin, Managing Editor
After a 23-Year Absence, Madonna Kicks Off the VMAs Alongside Sabrina Carpenter and Charli XCX

The scene opens on a piano — Madonna perched atop it, Sabrina Carpenter playing the keys below — marking her first return to the MTV VMAs stage in 23 years. On the night of September 27, the 2026 MTV Video Music Awards kicked off at the Peacock Theater in Los Angeles with this very image, announcing that Madonna's last VMAs appearance was all the way back in 2003, when she shared the stage with Britney Spears and Christina Aguilera for a medley of "Like A Virgin" and "Hollywood," famously kissing both of them on stage.

The opening segment began with dancers recreating scenes from the companion short film for Madonna's latest album, "Confessions II," before the camera cut to Madonna and Sabrina Carpenter at the piano, singing "Bring Your Love" together — their collaboration track from "Confessions II." Madonna then moved into the crowd, was lifted onto a table by dancers, and was surrounded by a chorus of performers in white veils. The stage then transformed into the bathroom set from her "Danceteria" music video, with Charli XCX emerging from one of the stalls to join Madonna for "Danceteria Afterhours," their newly reworked collaboration released just last week — with lyrics in which the two reminisce about the club scenes that shaped their early music careers.

Cameos scattered throughout the performance included Julia Garner, Debi Mazar, Sombr, and Seth Rogen. Garner's appearance carried a particularly loaded subtext — she had once been cast to play Madonna herself in the singer's long-delayed biopic, a project later scrapped amid budget disputes with Universal. Now, appearing as a guest on the real Madonna's stage, her cameo became one of the night's most talked-about details.

Madonna's history with the VMAs stretches back to the very first ceremony in 1984, where her "Like A Virgin" performance remains a moment people still reference today; her 1990 "Vogue" performance is likewise counted among the most iconic segments in the award show's history. For this 23-years-in-the-making comeback, she chose to share the spotlight with Sabrina Carpenter and Charli XCX rather than stand alone under it.

Seven Trophies, All Thanks to "Confessions II"

The opening performance set the stage for what became Madonna's biggest night of wins: she took home seven trophies in total, including Artist of the Year, Best Dance, and Best Album for "Confessions II." She and Carpenter also won Best Collaboration for "Bring Your Love." The album's companion film, "Confessions II – The Film," picked up three more awards — Best Long Form Video, Best Choreography, and Best Cinematography.

"Bring Your Love" first debuted back in April, when Madonna made a surprise appearance during Sabrina Carpenter's Coachella headline set, before the studio version and official music video followed. In NME's four-star review of "Confessions II," critic Nick Levine called the album "Madonna's most vital work in over two decades," writing, "The queen of pop still knows how to make us move."

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