Fresh off co-chairing Monday night’s 2025 Met Gala, A$AP Rocky slipped on his best black cape and joined the event’s co-chair, Vogue Editor-in-chief Anna Wintour, on Late Night With Seth Meyers on Wednesday (May 7) to talk the highs, lows and whoas from this year’s high-fashion superbowl.
First time co-chair Rocky acknowledged that when the famously withering Wintour first reached out to him about taking part this year he thought he was being pranked. “Absolutely. I tend to get these prank calls and I said, ‘Nah, this can’t be real,’” he told Meyers. “But it was a dream come true.” Wintour cheekily said that choosing the co-chairs this year was easy because she had a list of four men and they all said yes, so there were no backups.
Given Wintour’s exacting reputation, Meyers wondered if the rapper felt he had to run his outfit by the editor first. “Well, she told me exactly what to wear,” he smiled of the black suit and pistol-grip umbrella he rocked at the first night in 20 years at the event to focus on menswear. Rocky said he was happy the theme was menswear and a celebration of black dandyism and black excellence. And, not for nothing, when he looked around at all the outfits worn by his colleagues, friends and fellow stars he knew he (and Wintour) nailed it. “When I saw the other guys I was like, ‘I’m glad my outfit is the best,’” he joked.
Meyers then pulled up some of the night’s most-commented-about looks, beginning with Diana Ross’ show-stopping white dress with a massive train. Wintour recalled that Ross had not been to the Gala in 22 years, since she attended one titled Goddess, where she sang “Baby Love” and “ran down between all the tables in this incredible red dress.”
They also weighed in on Janelle Monáe’s eye-popping double outfit look, with Rocky calling it “stunning.” As for whether the rapper was jealous of André 3000’s unexpected baby grand piano-toting ensemble, Rocky admitted, “I was. He stole the show!” Wintour also noted that her team “spent the weekend measuring the doors of the Met” to make sure the piano could make it through the openings.
The pair also gave props to gymnast Simone Biles and The Bear actress Ayo Edebiri for their looks, and Wintour gave a special shout-out to this year’s musical performer, Usher, who flew in on the day of from Berlin and was then “locked in the basement of the museum” so nobody would see him beforehand. After running to the blue carpet and then running back to get in place for his show, Usher wowed the A-list guests and was then joined by a second unannounced performer, Stevie Wonder.
Rocky smiled broadly when Meyers congratulated him for the baby bump reveal of his third child with Rihanna on the carpet on Monday night, with Wintour describing a dinner she had with the couple the night before the Met Gala where Rocky was “dropping all these hints” that Wintour said she was too polite to acknowledge.
Crucially, Meyers wondered if, given that the the couple’s first two children, RZA and Riot, have R names just like their folks, if baby No. 3 will follow in that tradition. “For sure,” Rocky said.
Check out Rocky and Wintour on Late Night below.
