Nikki Glaser kicked off the 2025 Golden Globes with a funny and daring opening monologue. She playfully teased many of Hollywood’s stars, with Leonardo DiCaprio being a frequent subject of jokes about his dating life.
Glaser playfully teased the 51-year-old actor about his history of dating younger women. “You’ve worked with amazing directors, won three Golden Globes, and an Oscar,” she said, getting a laugh from the crowd. “But the most impressive thing is achieving all that before your girlfriend turned 30!” DiCaprio chuckled as Glaser continued, “Leo, I apologize for the cheap joke – I really tried to avoid it! But honestly, we don’t really know much else about you, so share something with us!”
At the Golden Globes, Nikki Glaser playfully teased Leonardo DiCaprio, joking that he’s had a remarkably successful career considering his girlfriend is under 30. You can find a complete list of the night’s winners here.
— DiscussingFilm (@DiscussingFilm) January 12, 2026
Over the years, the actor has been romantically connected to numerous models and actresses. He recently dated Camila Morrone for four years, but they broke up in 2022. People close to the couple say their demanding schedules and frequent travel contributed to the split. While some believe they simply grew apart, others suggest he ended the relationship when Morrone turned 25. They first started dating in 2017 and became a public couple in 2020, and are said to still be friendly.
Leonardo DiCaprio famously dated model Gisele Bündchen from 2000 to 2005, before she married Tom Brady. They even attended the 2005 Oscars together while DiCaprio was nominated for his role in The Aviator. Throughout his career, he’s also been romantically connected to Bar Refaeli, Blake Lively, Rihanna, and, most recently, model Vittoria Ceretti.
Everyone has always been fascinated by Leonardo DiCaprio’s relationships, and comedian Amy Glaser playfully pointed out his tendency to date younger women during the awards ceremony.
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2026-01-12 13:14