Nikki Glaser has a reputation for fearless punchlines, and when she targeted Leonardo DiCaprio at the Golden Globes, he responded in an unexpectedly cheeky way afterward.
The 41-year-old comedian hosted the 2026 ceremony and leaned into DiCaprio’s well-known mystery, teasing the One Battle After Another actor, 51, for keeping his private life so tightly under wraps. Glaser admitted she tried to steer clear of the most predictable topic—his dating history—but eventually nodded to the running gag anyway.
During the monologue, Glaser said: “The most impressive thing is that you’ve been able to accomplish all of this [in your career] before your girlfriend turned 30. It’s just insane.”
DiCaprio laughed along as the room reacted, and Glaser immediately softened the moment by calling out the joke’s obviousness, saying: “I’m sorry I made that joke; it’s cheap. I tried not to, but we don’t know anything else about you, man. There’s nothing else. Open up.”
Her set didn’t stop there, though. Glaser also highlighted one of the few personal tidbits she could actually pin on him, even bringing it up directly during the show: his affection for pasta.
Later, she shared that finding fresh angles on DiCaprio was difficult precisely because he shares so little publicly, which pushed her and her team to hunt down older material for inspiration.
Looking back on it while appearing on The Tonight Show Starring Jimmy Fallon, Glaser said: “After I do it, I always send flowers to everyone that I made fun of that was a good sport about it, which was everyone. Just to say thank you because it is a part of why I’m successful at it.”
“The only person who sent something back to me,” she continued, “I did a joke about Leonardo DiCaprio, which I was really struggling with because I was like, ‘I just don’t want to make the joke about how he has young girlfriends. It’s been done so many times.’ That joke’s been going on longer than his current girlfriend’s been alive.”
DiCaprio is currently in a relationship with Vittoria Ceretti, 27.
“But it was like there was nothing else to say about him,” Glaser continued. “Then I was like, ‘Well, that’s kind of funny.’ So I was like, ‘This guy doesn’t reveal anything about himself. Let’s find something he’s revealed.'”
“Me and my writing team found a Teen Beat article from 1991,” she recalled. “I was like, ‘Leo, we don’t know anything about you. The only thing we know about you is from a Teen Beat article in 1991, where you told us your favorite food is pasta, pasta, and more pasta.'”
“He sent me three baskets of pasta as a thank you,” Nikki explained. “He sent me pasta. So funny. So good. Part of me was like, ‘Does Leo want to smash?’ Like, I was like, ‘All right.’ Then I was like, ‘The type of girl he goes for, he wouldn’t send pasta to.’ It was a dry pasta.”
In the end, the joke that landed most memorably wasn’t just the roast itself—it was the carb-filled thank-you that followed.