Madonna, 66, was spotted wearing a Britney Spears T-shirt on Wednesday during a day out at The Morgan Library & Museum in New York City.
Madonna stuns in a Britney Spears tee. pic.twitter.com/l0EWlRvWE8
— Pop Crave (@PopCrave) July 3, 2025At the 2003 MTV Video Music Awards, the “... Baby One More Time” singer famously emerged from a wedding cake to perform “Like a Virgin” alongside Christina Aguilera.
Madonna later joined them onstage before launching into her single “Hollywood.” Mid-performance, she kissed both Britney and Christina, though only the Britney kiss aired live, followed by a now-infamous reaction shot of Brit’s then-boyfriend, Justin Timberlake.
Britney Spears, Madonna, and Christina Aguilera perform onstage during the 2003 MTV Video Music Awards at Radio City Music Hall on August 28, 2003 in New York City. (Scott Gries/Getty Images)“Love a good makeout moment,” she said at the time. “I love a theme, I love a concept. I love a specific character to get into.”
“Madonna playing the role of the groom,” Aguilera added. “It was such a cool, like, wow—we’re up here with Madonna and we’re part of this huge moment. It was really fun. The energy leading up to it, the rehearsals, everything. It was pretty magical.”
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