There are always a few surprise cameos at the Oscars, and the 2026 ceremony was no different. When it came time to hand out the coveted Oscars for best costume design and best hair and makeup on Sunday night, no less an authority on fashion than Vogue Global Editorial Director Anna Wintour was joined onstage by Oscar-winning actress Anne Hathaway, presenting the awards to Frankenstein costume designer Kate Hawley and hair and makeup artists Mike Hill, Cliona Furey, Jordan Samuel, and Megan Many.
Needless to say, there were bits aplenty. “Anna, just curious… what do you think of my dress tonight?” Hathaway asked nervously—to which Wintour replied simply and brutally: “And the nominees for best costume design are…” (Yes, this was a playful reference to Hathaway’s role as a beleaguered fashion assistant in the 2006 film The Devil Wears Prada. And no, we can’t wait for the sequel either.) In case you were wondering whether you imagined that ever-so-subtle TDWP reference, Wintour then said, “Thank you, Emily,” to Hathaway, so… yeah, you were right! (FYI, Wintour’s very real assistant, actually named Emily, was also on the scene at the Dolby Theatre.)
Wintour was wearing Dior, while Hathaway was dressed in a Valentino gown—a touching tribute to the late designer. Hathaway had a notably close relationship with Valentino, attending his funeral in Rome (along with Wintour) in January and writing on Instagram shortly after his passing: “…He was… my dear and cherished friend who educated me, raised me, sent me flowers every year on my birthday, made me laugh, was my dancing and karaoke partner on so many joyful nights, and who made my world so much brighter, grander, and more delightful than I could have ever understood it to be.”
This story first appeared on Vogue.com
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