Leonardo DiCaprio & Gwyneth Paltrow Share Sweet Moment at Oscars 2026, Over 30 Years After She Shot Him Down

Leonardo DiCaprio and Gwyneth Paltrow have known each other for over 30 years and they shared a sweet moment while reuniting at the Oscars.

The 51-year-old actor and the 53-year-old actress shared a sweet moment while reuniting inside the crowd at the 2026 Academy Awards on Sunday (March 15) at the Dolby Theatre in Hollywood.

Leo was nominated for Best Actor for his work in the movie One Battle After Another while Gwyneth was at the event to support her film Marty Supreme, which was up for Best Picture.

A few years ago, Gwyneth appeared on the Call Her Daddy podcast and opened up about how Leo asked her out when they were younger.

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“Nope, never made out with Leo,” Gwyneth said on the podcast. “He tried back in the day. But he was already like, you know, he was very loose with the goods from when he was 19.”

The actors were photographed together at the National Board of Review Awards in 1994, when she was 21 and he was 19.

Leo was joined at the event by his longtime girlfriend Vittoria Ceretti. You can see more photos of them in the gallery!

Make sure to check out all the inside photos from the event.