01of 23Bridget HallDave Allocca/DMI/The LIFE Picture Collection/GettyHall has the honor of being 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. Rumors abound that Hallultimately found the experience “disappointing.”
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Bridget Hall
Dave Allocca/DMI/The LIFE Picture Collection/Getty
Hall has the honor of being 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. Rumors abound that Hallultimately found the experience “disappointing.”
02of 23Kristen ZangSGranitz/WireImageZang, 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 + Juliet(1996) together.Nearly two decades after their romance — which she avoided publicly sharing details about — Zang spoke to PEOPLE in Septembeer 2022 about her past relationship with the actor (andspoke her mind on the “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.
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Kristen Zang
SGranitz/WireImage
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 + Juliet(1996) together.
Nearly two decades after their romance — which she avoided publicly sharing details about — Zang spoke to PEOPLE in Septembeer 2022 about her past relationship with the actor (andspoke her mind on the “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.
03of 23Helena ChristensenDavid M. Benett/Dave Benett/GettyTitanicserved as DiCaprio’s ticket to all of Hollywood’s glory, including the dating field. The actor allegedly choseChristensenas the first model totake out post-icebergin 1998, when she was 30. Neither DiCaprio nor Christensen confirmed their relationship.
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Helena Christensen
David M. Benett/Dave Benett/Getty
Titanicserved as DiCaprio’s ticket to all of Hollywood’s glory, including the dating field. The actor allegedly choseChristensenas the first model totake out post-icebergin 1998, when she was 30. Neither DiCaprio nor Christensen confirmed their relationship.
04of 23Amber VallettaEmma McIntyre/GettyThe actor’s second fling of 1998 was with model-turned-actressValletta, 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 meetup that sparked a brief relationship.
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Amber Valletta
Emma McIntyre/Getty
The actor’s second fling of 1998 was with model-turned-actressValletta, 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 meetup that sparked a brief relationship.
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Bijou Phillips
Jesse Grant/Getty
06of 23Eva HerzigováJames Gourley/REX/ShutterstockDiCaprio and then-24-year-old supermodelHerzigováwere 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 Torresthroughout the alleged affair.
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Eva Herzigová
James Gourley/REX/Shutterstock
DiCaprio and then-24-year-old supermodelHerzigováwere 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 Torresthroughout the alleged affair.
07of 23Gisele BündchenKevin Mazur/WireImageBeforeBündchenstarted 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 2005 Oscars, where he was nominated for Best Actor forThe Aviator.It marked the first and only time he’d ever brought a girlfriend as his date 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 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.”
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Gisele Bündchen
Kevin Mazur/WireImage
BeforeBündchenstarted 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 2005 Oscars, where he was nominated for Best Actor forThe Aviator.It marked the first and only time he’d ever brought a girlfriend as his date 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 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.”
08of 23Bar RefaeliNoel Vasquez/GettyIsraeli modelRefaeli— 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 took a six-month break in 2009, many DiCaprio trackers thought the pair would settle down after reconciling. However, they split in 2011. Refaeli is now married toAdi Ezraandhas three children.
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Bar Refaeli
Noel Vasquez/Getty
Israeli modelRefaeli— 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 took a six-month break in 2009, many DiCaprio trackers thought the pair would settle down after reconciling. However, they split in 2011. Refaeli is now married toAdi Ezraandhas three children.
09of 23Anne VyalitsynaRachel Murray/WireImageBefore 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.
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Anne Vyalitsyna
Rachel Murray/WireImage
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.
10of 23Blake LivelySplashNewsLivelyand DiCaprioromped it up 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 isexpecting her fourth childafter welcoming three daughters.
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Blake Lively
SplashNews
Livelyand DiCaprioromped it up 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 isexpecting her fourth childafter welcoming three daughters.
11of 23Erin HeathertonWylde/Splash News OnlineAfter 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,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.
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Erin Heatherton
Wylde/Splash News Online
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,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.
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Mădălina Ghenea
Anthony Harvey/FilmMagic
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Toni Garrn
Janet Mayer/Splash News Online
14of 23RihannaJesse Grant/GettyIn 2015, rumors circulated that the singer and actor were casually dating. A source told PEOPLE that althoughRihannaand 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.”
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Rihanna
In 2015, rumors circulated that the singer and actor were casually dating. A source told PEOPLE that althoughRihannaand 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.”
15of 23Kelly RohrbachJean Catuffe/GC ImagesDiCaprio 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.”
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Kelly Rohrbach
Jean Catuffe/GC Images
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.”
16of 23Roxy HornerAna M Wiggins/Splash News OnlineIn 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.”
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Roxy Horner
Ana M Wiggins/Splash News Online
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.”
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Nina Agdal
Bob Levey/Getty
“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.”
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Ela Kawalec
GSNY/TMNY/Splash News Online
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.”
19of 23Georgia FowlerAstrid Stawiarz/GettyAfter a long day of movie premieres and exclusive events at the Cannes Film Festival in May 2016, the actor decided to let off some steam as hepartied the night awayat Gotha Club with the then-24-year-old Victoria’s Secret model. At one point, Fowler 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.
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Georgia Fowler
Astrid Stawiarz/Getty
After a long day of movie premieres and exclusive events at the Cannes Film Festival in May 2016, the actor decided to let off some steam as hepartied the night awayat Gotha Club with the then-24-year-old Victoria’s Secret model. At one point, Fowler 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.
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Lorena Rae
Tibrina Hobson/WireImage; Dave Benett/Getty Images
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Camila Morrone
Dave J Hogan/Getty; Donato Sardella/Getty
“They are family friends, and the two families are very close,” a friend of DiCaprio and Morrone told PEOPLE.
On Aug. 30, 2022,PEOPLE confirmed the two had splitafter nearly four years together.
22of 23Gigi HadidKevin Mazur/Getty; Jennifer Graylock/GettyHadidand the actor were first spotted together in September 2022. That same month, an entertainment source told PEOPLE that DiCaprio “is taken with Gigi” and that she “is the type of woman he is usually attracted to.” 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. She just decided that she was done with him,” the source said. “They are at very different places in life. She prioritizes being a mom. It was never that serious anyway.”
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Gigi Hadid
Kevin Mazur/Getty; Jennifer Graylock/Getty
Hadidand the actor were first spotted together in September 2022. That same month, an entertainment source told PEOPLE that DiCaprio “is taken with Gigi” and that she “is the type of woman he is usually attracted to.” 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. She just decided that she was done with him,” the source said. “They are at very different places in life. She prioritizes being a mom. It was never that serious anyway.”
23of 23Vittoria CerettiLeonardo DiCaprio, Vittoria Ceretti.Kevin Mazur/Getty ; Daniele Venturelli/GettyDiCaprio and Ceretti have been linked since August 2023, when they were spotted together in Santa Barbara, California.A month later, the pair were seen locking lips at a club in Ibiza, Spain, and spending time with DiCaprio’s mother,Irmelin Indenbirken, inMilan.
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Vittoria Ceretti
Leonardo DiCaprio, Vittoria Ceretti.Kevin Mazur/Getty ; Daniele Venturelli/Getty
Kevin Mazur/Getty ; Daniele Venturelli/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 locking lips at a club in Ibiza, Spain, and spending time with DiCaprio’s mother,Irmelin Indenbirken, inMilan.
source: people.com
