Leonardo DiCaprio has heard this joke before. And at the 2026 Golden Globe Awards, he knew it was coming again.
During the opening monologue, host Nikki Glaser brought up DiCaprio’s dating history, something that has become a running joke at award shows over the years. This time was no different. The moment was light, playful, and exactly what people expect from the Golden Globes.
Glaser started by praising DiCaprio’s long career. She talked about his iconic roles, the famous directors he has worked with, and the many awards he has won. Golden Globes. An Oscar. Decades of success. Then she delivered the punchline that made the room laugh.
She said the most impressive thing about his career is that he managed to do all of it before his girlfriend turned 30.
The camera cut straight to DiCaprio. He laughed. He nodded. He looked completely relaxed. At 51, the actor did not seem shocked or annoyed. If anything, he looked like someone who had heard the same joke many times and learned to enjoy it.
Glaser quickly followed up by saying she was sorry for making the joke. She called it cheap and admitted she tried not to go there. But then she explained why she did. According to her, DiCaprio is such a private person that there is not much else to joke about. He rarely gives interviews and keeps his personal life quiet.
She even joked that the most detailed interview he ever gave was back in 1991 for Teen Beat magazine. When she asked if his favorite food was still pasta, DiCaprio mouthed “yeah” from his table and gave a thumbs-up. The crowd laughed again.
At the time of the ceremony, DiCaprio had recently been spotted vacationing in St. Barts with his girlfriend, Italian model Vittoria Ceretti. She is 27 years old and did not attend the Golden Globes with him. Still, the joke landed easily, and DiCaprio took it in good humor.
The actor was nominated for his role in the film “One Battle After Another,” adding another highlight to an already packed awards season. Despite the focus on his love life, DiCaprio stayed calm and smiling throughout the night.
Glaser did not stop with DiCaprio. She also joked about other big names in the room, including Timothée Chalamet. Chalamet is nominated for his performance in “Marty Supreme,” a film about a confident ping pong hustler. Glaser praised his dedication and joked about him putting on muscle for a ping pong movie. Chalamet laughed along, clearly enjoying the moment.
Hosting a show like the Golden Globes is not easy. Glaser knows that. Ahead of the event, she said her goal was simple. Make people at home laugh without making the stars in the room uncomfortable. She explained that viewers want jokes about A-listers, but not jokes that cross the line.
Based on DiCaprio’s reaction, she got the balance right. He laughed. He played along. He did not seem bothered at all.
At this point, the joke about Leonardo DiCaprio dating younger women has become part of pop culture. And DiCaprio knows it. Instead of fighting it, he accepts it with a smile.
One thing is clear. When the joke comes, Leonardo DiCaprio is ready. And he is more than happy to laugh with everyone else.
