Leonardo DiCaprio and Gwyneth Paltrow were photographed together again, almost 30 years after she rejected him.
The Oscar-winning actor, 51, and the Goop founder, 53, reunited at the AFI Awards held at the Four Seasons Hotel Los Angeles in Beverly Hills on January 9. The two Hollywood stars smiled as they posed side by side for the cameras.
Their reunion comes years after Paltrow spoke candidly about her past in the calls his daddy podcast in May 2023. While talking about her dating history, she revealed that DiCaprio had asked her out when they were younger.
“No, I never made out with Leo,” Paltrow said. “He tried in the past. But he was already like, you know, he was very relaxed about things since he was 19.”
Although she did not specify her age at the time, a February 1994 photo of the couple at the National Board of Review Motion Picture Awards puts Paltrow at around 21 and DiCaprio at 19.
Today, Paltrow is married to American horror story co-creator Brad Falchuk. The couple married in 2018. She also shares two children, Apple, 21, and Moses, 18, with ex-husband Chris Martin.
Reflecting on her post-divorce relationship, she told Drew Barrymore in 2020, “In some ways, my relationship with Chris is better. 1768025242. So, I think it can be done.”
She added, “I really wanted my kids not to be traumatized if possible. Chris and I were committed to putting them first, and that’s harder than it sounds.”
DiCaprio is currently dating Italian model Vittoria Ceretti, 27. The couple, first linked in August 2023, recently celebrated the New Year in St. Barths with Tom Brady.
talking to Vogue France In April 2025, Ceretti said that dating DiCaprio is “something you learn.”
“If what you are experiencing is real, if you know that you love each other, then there is no reason to be alarmed,” he said. “Because love protects and gives confidence.”
