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.
Scroll down to see DiCaprio’s complete dating history!
In 1994, the model became the first woman to be linked to DiCaprio since he launched his movie career. Bei/Shutterstock; Charles Sykes/Shutterstock;
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.) Steve Granitz/WireImage
He dated the Michigan-born model from 1996 to 1997 and took her as his date to the Romeo & Juliet premiere in L.A. SGranitz/WireImage
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.) Sam Levi/WireImage; Jeff Kravitz/FilmMagic
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.) Mark Rylewski/Hulton Archive/Getty; LUCY NICHOLSON/AFP/Getty
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.) Stephen Lovekin/Getty; Dominique Charriau/WireImage
He had a brief fling with the supermodel following Titanic’s release. Afterward, the pair remained close friends and were seen yachting and lunching around the world together. Konstantin Zavrazhin/TCF/Getty
DiCaprio met the Czech supermodel at his 1998 premiere for Man in the Iron Mask. Sources claimed the two had a two-month-long affair while Herzigová was married to Bon Jovi drummer Tico Torres. (She now has three sons, George, Philipe and Edward, with fiancé Gregorio Marsiaj.) Kevin Mazur/WireImage; J. Vespa/WireImage
He met the French actress on the set of his 2000 flop The Beach. They played lovers in the film, and reports from set claimed their movie-set magic briefly came to life. (She now shares daughter Lila with ex Louis Soubrier plus son Isaac and daughter Amalia with ex Arié Elmaleh.) 20thCentFox/courtesy Everett
It was a five-years-long romance for the actor and the Brazilian supermodel, lasting from 2000 to 2005. The stars shared many passions together, like sitting courtside at basketball games and raising awareness for environmental causes. DiCaprio also walked the 2005 Oscar red carpet with Bündchen on his arm. (She's now married to NFL star Tom Brady, with whom she shares son Benjamin and daughter Vivian.) Vince Bucci/Getty
The on-again, off-again romance lasted from 2005 to 2010 after meeting at a U2 concert in Las Vegas. The couple popped up together around the world, and Refaeli even took DiCaprio and his mom, Irmelin Indenbirken, to visit her family in Tel Aviv to celebrate the actor's 36th birthday. (She's now married to businessman Adi Ezra, with whom she shares daughters Liv and Elle and son David.) REUTERS/Lucy Nicholson /Landov
The Titanic star had a brief fling with the swimsuit model during a break with Refaeli. The former flames met in Ibiza and were pictured getting close while hanging out on a yacht in 2009. (She now shares daughter Alaska with fiancé Adam Cahan.) James Devaney/GC Images; Christopher Polk/NBC/NBCU Photo Bank via Getty Images
The twosome met aboard Steven Spielberg’s yacht in Monte Carlo while in Europe for the 2011 Cannes Film Festival. Although their relationship only lasted five months, the jet-setting duo were captured on romantic dates in Venice, Los Angeles and NYC. (She's now married to Ryan Reynolds, with whom she shares daughters James, Inez and Betty.) Fame Pictures
The Wolf of Wall Street actor dated the Victoria's Secret model for 10 months before splitting in 2012. At the time, a source told Us that their "crazy schedules" were to blame and that there was "no bad blood" between the two. Ramey Photo
Adding to his long list of model lovers, DiCaprio first stepped out with Garrn at the 66th Cannes Film Festival in 2013. They split the following year. (She's now married to actor Alex Pettyfer.) PacificCoastNews
DiCaprio and the Sports Illustrated model — who share an age difference of 16 years — split in 2016 after a few months of dating. A source told Us at the time the decision to part ways was mutual: “They both have intense work schedules and a lot going on in their lives right now ... They are still friends and talking but it’s over.” (She's now married to attorney Steuart Walton.) Jean Catuffe/GC Images
Us exclusively revealed that DiCaprio was dating the Danish model — who's 17 years his junior — in 2016. They were seen vacationing together in Montauk, New York and the Bahamas. The pair broke up in 2017. INSTAR Images
The Revenant actor first sparked dating rumors with the model in 2017. They have since traveled the world together, visiting U.S. cities like Aspen, Colorado and Miami as well as international countries such as Italy and France. "[Leo has] never loved a girl like this," a source exclusively told Us in 2018. DiCaprio and Morrone adopted three dogs, all huskies, in 2020. Us confirmed August 2022 that the couple called it quits after four years together. "[DiCaprio] has been attending events and going on vacations without [Morrone], from the Care Gala to Unicef Gala to Saint Tropez," a source told Us exclusively at the time. "He has been spending more time hanging out with all his pals." INSTAR Images
Us confirmed in September 2022 that the Oscar winner and the model are officially dating after sparking romance speculation earlier in the month. DiCaprio has “always had a soft spot” for Hadid, a source exclusively told Us at the time, noting that the actor “thinks she’s beautiful of course but also a wise and cool character who’s got a very cultured and educated take on life.” The Once Upon a Time in Hollywood… star and the Guest in Residence designer “have a ton of mutual friends,” the insider explained, adding that “everyone’s happy to see them together, even though it did catch a lot of them off guard.” Shutterstock (2)
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