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A teen idol-turned-iconic movie star,Leonardo DiCaprio's romantic prospects have been the topic of conversation for decades.
Although theOscarwinner keeps the intimate details of his personal life relatively private, he has been linked to numerous supermodels and superstars — includingGisele Bündchen,Blake Lively,Gigi HadidandRihanna. Currently, DiCaprio is dating Italian modelVittoria Ceretti, with whom he has been linked since 2023.
His tendency to date younger supermodels has become a running joke in pop culture. At the 2026 Golden Globes, hostessNikki Glaserpoked fun at the star's dating history beforeapologizing for the "cheap" shot.
"We don't know anything else about you, man," Glaser joked. "There's nothing else, open up."
Ahead, see the women DiCaprio has dated throughout his years in Hollywood.
Bridget Hall
Bridget Hall was the first supermodel connected to the actor. The pair were spotted canoodling in 1994 when they were just teens, but they never confirmed their relationship. A spokesperson for DiCaprio at the time called them"friends."
Kristen Zang
Kristen Zang, then 22, snagged some time withDiCapriobefore he transformed into a megastar upon the release of 1997'sTitanic. Not quite star-crossed lovers, this couple did attend the premiere ofRomeo + Julietin 1996 together.
Nearly two decades after their romance — which she avoided publicly sharing details about — Zang spoke to PEOPLE in September 2022 about her past relationship with the actor (andweighed in on what she called "ageist" headlinessurrounding his breakup withCamila Morrone).
"It was, dare I say, an innocent time," said Zang. "We were nerds. Good-looking nerds with glamorous jobs, but still nerds. We went to amusement parks, concerts, museums and the movies."
Helena Christensen
After his performance inTitaniclaunched him into the A-list, the actor allegedly went out withHelena Christensenin 1998, when she was 30. Neither DiCaprio nor Christensen confirmed their relationship.
Amber Valletta
The actor's second fling of 1998 was with model-turned-actressAmber Valletta, who was 24 years old at the time. As the story allegedly goes, DiCaprio spotted the model in a magazine and had his people call hers to arrange a meet-up that sparked a brief relationship.
Bijou Phillips
The actor dated model and actressBijou Phillipsin 1998 when she was 18 and reportedly helped her land one of her first film roles in 1999'sBlack & Whiteby introducing her to the since-disgraced director,James Toback.
Eva Herzigová
DiCaprio and then-24-year-old supermodelEva Herzigováwere said to have a one-month relationship in 1998, but never confirmed the tryst. Maybe that's because Herzigová was married toBon Jovi's drummerTico Torresat the time. ToVanity Fair Italiain November 2025, Herzigová clarified that her "marriage had already ended" and she had a "nice" meeting with DiCaprio.
Gisele Bündchen
Before Bündchenstarted dating (and later married)NFLsuperstarTom Brady, the then-20-year-old supermodel was in a serious relationship with the actor from 2000 to 2005. She was even his date to the 2005Oscars, where he was nominated for Best Actor forThe Aviator.It would be 15 years before he would bring another girlfriend to the ceremony.
The couple would go on to haveseveral on-again-off-again moments, but they eventuallycalled it quitsalmost six years after they were first linked romantically.
"We were very young, and we grew together in a lot of ways," Bündchen, who split with Brady and marriedJoaquim Valentein 2025, said in a March 2009 interview withVanity Fair. "We were just not meant to be boyfriend and girlfriend, but I respect him enormously, and I wish him nothing but the best."
Bar Refaeli
Israeli modelBar Refaeli— who was 20 at the time — and DiCaprio's romance might've started as a fling but quickly evolved into a serious relationship. The couple began dating in 2005. Though they reconciled after a six-month break in 2009, they split for good in 2011. Refaeli is now married toAdi Ezraandhas three children.
Anne Vyalitsyna
Before she wasAdam Levine'sex, the then-23-year-old Russian model (also known asAnne V.in the industry) was connected to DiCaprio in 2009. Some say that she and the actor had a brief romance while DiCaprio was on a break from his relationship with Refaeli.
In 2015, she and then-boyfriend Adam Cahanwelcomed daughter Alaska. Thetwo got engaged in 2016before separating in 2018.
Blake Lively
Lively and DiCaprioromped around Europe in 2011and dated for a few months — while the then-24-year-old actress was shootingGossip Girlduring a brief time when the show was set in L.A.
"When I think about shooting the L.A. episodes, Blake was dating [DiCaprio] at the time, and she had this thing where she had a doll that she took photos of that she sent to Leo,"Gossip Girlexecutive producer Joshua Safran toldVanity Fairin August 2017.
DiCaprio and Lively broke up later that year, and the actress started dating her current husband,Ryan Reynolds, with whom she sharesfour children.
Erin Heatherton
After dating for nearly a year in 2011,the couple had an amicable split, citing the actor's demanding movie projects as the main factor. Despite their breakup,Erin Heatherton, then 22, and DiCaprio remained friendly, with the model calling the actor "a wonderful person" and "a friend of mine" in a 2015 interview withE! News.
Mădălina Ghenea
Photographers spotted DiCaprio entertaining the Romanian model, then 24, during his stay in Australia forThe Great Gatsbyin 2011. Reports said therumored relationship lasted a few datesbefore fizzling out.
Toni Garrn
DiCaprio and the Victoria's Secret model dated in 2013 when she was 20, making headlines after they were first spotted taking photos together while walking the grounds and gardens of France's Chateau de Versailles together. The pair initially connected at theCannes Film Festival, where DiCaprio debutedThe Great Gatsbythat year. They seemingly reconnected briefly in September 2017 when theywere seen holding handswhile leaving an N.Y.C. nightclub.
However, Garrn moved on tomarry another actor,Alex Pettyfer, in October 2020 andwelcomed a baby daughterthe following year. Garrn and Pettyferexchanged vows againin June 2022 in Greece.
Rihanna
In 2015, rumors circulated that the singer and actor were casually dating. A source told PEOPLE that although Rihanna and DiCaprio didn't act like a couple during the "Born Again" singer's 27th birthday festivities, they did share a few flirtatious moments.
"They weren't couple-y, but they would flirt and dance, so definitely a little magic there," said the onlooker. "They were definitely flirty and dancing, but not over the top."
Kelly Rohrbach
DiCaprio andSports Illustratedmodel Rohrbach, then 24, began dating in the summer of 2015, and they were spotted riding around N.Y.C. on Citi bikes that June. The couple was never shy about showing some PDA — they were often seen kissing and holding hands while on outings. After a few months together, the actor and model called it quits, with a source telling PEOPLE thatscheduling conflicts led to their breakup.
"They are very friendly, and it's super amicable," an insider close to the pair shared in January 2016. "They are both so busy, and he's got a big movie coming out, and she's one of the biggest supermodels in the world. There is no other person in the picture."
Roxy Horner
In April 2016, the actor wasspotted getting cozywith the model when they stepped out to grab dinner in N.Y.C. alongside DiCaprio's close friendLukas Haasand another blonde.
"She was very attached to Leo," a source told PEOPLE of Horner. "She was definitely with him, she was holding onto his arm. They were affectionate."
Despite the evident PDA, the model addressed romance rumors in a series of now-deleted tweets. "You can't have a friend in the industry without people assuming it's more than that it's a joke," she wrote. In a second tweet, she assured fans that she did not go home with DiCaprio. "FYI, we all went our separate ways home, as friends do."
Nina Agdal
DiCaprio andNina Agdal, then 24,dated for a yearafter first being spotted at a New York City club in May 2016. Following their split, a source close to the actor told PEOPLE that he wasn't ready to take the next step.
"Leo thought Nina was a super cool girl," said the source. "It almost seemed different this time because he was way more affectionate and public with her than he normally is, but his friends knew it wouldn't last."
The source added, "He's not ready to settle downand just isn't in the mindset to get married or have kids."
Ela Kawalec
Before leaving for Cannes, DiCaprio went on a bike ride around N.Y.C. with the Polish model, then 21. The night before their bike ride, the pair went to dinner together and attended a birthday celebration at N.Y.C. nightclub Marquee, where they appeared "couple-y."
An eyewitness toldPage Sixthe pair kept close the whole night: "They were dancing. Leo was dancing with her in his arms and canoodling. They were doing their thing, bumping and grinding."
Georgia Fowler
After a long day of movie premieres and exclusive events at the Cannes Film Festival in May 2016, the actorpartied the night awayat Gotha Club with the then-24-year-old Georgia Fowler. At one point, the Victoria's Secret model wrapped her arm around DiCaprio, pulling him closer to her while they danced together. Fowler has since moved on,welcoming daughter Dylan Amanwith boyfriend Nathan Dalah in September 2021.
Lorena Rae
In September 2017, DiCaprio was spottedspending quality time with the then-23-year-old German modelat New York City's MoMA PS1. They continued their outing with a dinner date at Hillstone restaurant, according toPage Six. Although the actor's rep said they were not dating, Rae was seen among a group of revelerssoaking up the sun on a yacht in St. Tropezwith DiCaprio and his palTobey Maguireearlier that summer in May 2017 following his split from Agdal. However, the two fizzled out by the end of that fall.
Camila Morrone
Following a holiday vacation in snowy Colorado, the Oscar winner was spottedstepping off a private jet in Los Angeleswith the then-20-year-old model-turned actress. DiCaprio was first linked withMorronein mid-December 2017 and she joined the festivities in Colorado along with DiCaprio's close friend Maguire and his two kids —Otis Tobias and Ruby Sweetheart.
"They are family friends, and the two families are very close," a friend of DiCaprio and Morrone told PEOPLE. (Her mom, the actress and model Lucila Solá dated Al Pacino for a decade.) In 2020, DiCaprio brought Morrone, who has since starred in the Amazon Prime seriesDaisy Jones & the Six, to the Oscars - his first romantic date to the show since Bündchen.
On Aug. 30, 2022,PEOPLE confirmed the two had splitafter nearly four years together.
Gigi Hadid
Hadid and the actor were first spotted together in September 2022. That same month, an entertainment source told PEOPLE that DiCaprio was "taken with Gigi." According to a film source, the duo"like each other and are having a good time."
Then, in November, the pair continued to see each other. "Gigi keeps spending time with Leo in N.Y.C.," a source close to Hadid told PEOPLE. "He is very understanding about her being a mom and works around her schedule to see her — it's very sweet. Gigi is smitten."
The insider added that DiCaprio "is a gentleman and quite romantic" but still values keeping "things private" between the pair. "Gigi shares few details, but she very much enjoys seeing Leo," the source continued.
In February 2023, a source close to Hadid told PEOPLE that therelationship had "fizzled" out. "She hasn't seen him for a while," the source said. "They are at very different places in life. She prioritizes being a mom. It was never that serious anyway." Hadid begandatingactorBradley Cooperlater that year, in October.
Vittoria Ceretti
Arnold Jerocki/Getty
DiCaprio and Ceretti have been linked since August 2023, when they were spotted together in Santa Barbara, California. A month later, the pair were seen kissing at a club in Ibiza, Spain, and spending time with DiCaprio's mother,Irmelin Indenbirken, inMilan.
Although the actor has never spoken publicly about his relationship with Ceretti, they often vacation together (most recentlyon a yacht off the Caribbean island St. Barths) andshow PDAwhile out on the town.
In March 2025, the Italian supermodelmade rare comments about her relationshipwith the movie star, though she didn't mention him explicitly by name. Ceretti toldVogue Francethat dating "one of the most desired people in the world" is "something you learn" to adjust to.
"If what you're experiencing is real, if you know you love each other, then there's no reason to be alarmed. Because love protects and gives confidence," she said.
Read the original article onPeople
