At the 2026 Oscars, Demi Moore was “giving Cher” in a feathered Gucci showgirl look, while nobody was beating Renate Reinsve for the Angelina Jolie Award for Best Slit.
There are some award show looks that set the bar for all to follow. We’ll never forget Björk’s swan dress, when Rihanna wore thousands of Swarovski crystals and not much else, nor that Jennifer Lopez’s plunging Versace dress was the reason Google Images was invented.
During the endless parade of awards shows each year, we find ourselves wondering: Who delivered ingenue energy á la Gwyneth Paltrow in her bubblegum pink Ralph Lauren dress, popped a leg like Angelina Jolie, or rocked a suit like Celine Dion? So, we’ve decided to pay homage to some of the most legendary red carpet moments of all time with the Vogue Awards, a new series in which we attempt to answer those very questions. Demi Moore—for the second year running—is “giving Cher” in a feathered showgirl look , while Audrey Nuna, in her gilded Thom Browne look, is capping off a breakthrough season. And, when it came to the Angelina Jolie Award for Best Slit, nobody was beating Renate Reinsve. Here, we combed the 2026 Oscars red carpet to see who delivered the most memorable looks of the evening. The Björk Award for Most Avant-Garde Chloé Zhao The Jennifer Lopez Award for Biggest Bombshell Mikey Madison in Dior The Rihanna Award for Most Naked Zoe Saldaña in Saint Laurent The Gwyneth Paltrow Award for Leading Lady Jessie Buckley in Chanel The Cate Blanchett Sustainability Award for Best Vintage or Archival Fashion Miyako Bellizzi in spring 1999 Dior by John Galliano, from Tab Vintage The Nicole Kidman Award for Breakout Style Star Audrey Nuna in Thom Browne The Cher Award for Best Showgirl Moment Demi Moore in Gucci The Celine Dion Award for Best Suiting Michael B Jordan in Louis Vuitton The Angelina Jolie Award for Best Slit Renate Reinsve in Louis Vuitton
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