Leonardo DiCaprio is almost as well-known for his love life as his movies and activism. Since launching his acting career in the early 1990s, the heartthrob has had a string of high-profile relationships with Hollywood’s finest actresses and, perhaps more famously, younger models.
The Oscar winner’s dating history has often made him a punching bag for fellow celebrities including Tina Fey and Ricky Gervais. While introducing him at the 2014 Golden Globe Awards, the 30 Rock creator quipped, “And now, like a supermodel’s vagina, let’s all give a warm welcome to Leonardo DiCaprio.” Six years later, the Office alum joked at the same awards show, “Once Upon a Time in Hollywood is nearly three hours long. Leonardo DiCaprio attended the premiere, and by the end, his date was too old for him.”
Fortunately, DiCaprio has always been a good sport about the jabs. He gave Fey a thumbs-up on stage and laughed into his hand from his seat in the audience after Gervais’ shout-out.
Leonardo DiCaprio is almost as well-known for his love life as his movies and activism. Since launching his acting career in the early 1990s, the heartthrob has had a string of high-profile relationships with Hollywood’s finest actresses and, perhaps more famously, younger models.
The Oscar winner’s dating history has often made him a punching bag for fellow celebrities including Tina Fey and Ricky Gervais. While introducing him at the 2014 Golden Globe Awards, the 30 Rock creator quipped, “And now, like a supermodel’s vagina, let’s all give a warm welcome to Leonardo DiCaprio.” Six years later, the Office alum joked at the same awards show, “Once Upon a Time in Hollywood is nearly three hours long. Leonardo DiCaprio attended the premiere, and by the end, his date was too old for him.”
Fortunately, DiCaprio has always been a good sport about the jabs. He gave Fey a thumbs-up on stage and laughed into his hand from his seat in the audience after Gervais’ shout-out.
The attention on the Titanic star’s love life began in 1994, when he was linked to model Bridget Hall. By the early 2000s, he became one of the most eligible bachelors in Tinseltown. He went on to date Gisele Bündchen, Bar Refaeli, Blake Lively, Toni Garrn and Nina Agdal, among others, before finally settling down with current girlfriend Camila Morrone, who is 23 years his junior.
“There’s so many relationships in Hollywood — and in the history of the world — where people have large age gaps,” Morrone told the Los Angeles Times in 2019 when asked whether critics of her and DiCaprio’s relationship get under her skin. “I just think anyone should be able to date who they want to date.”
The Great Gatsby star and the L.A.-born model started dating in 2017. A source exclusively told Us Weekly in 2020, “They’re always together but like maintaining privacy,” noting that the pair prefer to stay “off the grid” and are “not the type of couple to be posting on social media about each other.” The couple called it quits in August 2022.
Bridget Hall
In 1994, the model became the first woman to be linked to DiCaprio since he launched his movie career.
Claire Danes
They starred as Shakespeare’s famous young lovers Romeo and Juliet in the Baz Luhrmann-directed film in 1996. Although it was never confirmed the costars had a real-life fling, reports surfaced the two had chemistry off set. (She’s now married to her Evening costar Hugh Dancy, and they share sons Cyrus and Rowan.)
Kristen Zang
He dated the Michigan-born model from 1996 to 1997 and took her as his date to the Romeo & Juliet premiere in L.A.
Amber Valletta
After Titanic catapulted DiCaprio to worldwide fame, the star reportedly saw the Arizona-born model in a magazine and had his reps track her down. (She now shares son Auden with ex-husband Chip McCaw.)
Helena Christensen
He briefly hooked up with the Danish beauty around the time of Titanic‘s release in 1997. (She now shares son Mingus with ex Norman Reedus.)
Liv Tyler
Party photos surfaced in the late ’90s that had fans wondering whether DiCaprio “Walked This Way” with the model-actress daughter of Aerosmith frontman Steven Tyler. (She now shares son Milo with ex-husband Royston Langdon plus son Sailor and daughter Lula with longtime partner David Gardner.)
