Leonardo DiCaprio, 47, seems to be downright terrified of the number twenty-five. How else to explain that he broke up with most of his partners by the time they turned 25. At the same time, the actor replaced many of them over the years, but not one of them managed to settle down with him. Leo seems to be enjoying his title of “old bachelor” as he should. In the article, we wrote a chronological list of women and girls who won his heart at least for a while, and there are certainly not a few of them!
American actor Leonardo DiCaprio is known not only for his acting skills and environmental activism, but also for his love adventures. Since his acting success in the nineties, he has replaced quite a large number of women and girls. And even as he gets older, he definitely doesn’t want to give them up. And despite the fact that he is approaching fifty, he still dates girls more than half his age.
According to the comments on social networks and also according to the charts, it seems that Leo basically does not date anyone over the age of twenty-five. As soon as one of his partners passed this magical age, her relationship with Leonard ended. It’s hard to say what the dog is buried in, but the data speaks for itself.
Brittany Daniel (18 at the time of dating)
The actress Brittany Daniel, who is known for example from the series Sweet Valley High or from the films Someone Likes Blond or Dirty Joe, was supposed to seduce Leo during the filming of the film The Wrestler’s Diary. They dated secretly during 1994, but their relationship did not work out The Sun website long duration.
Naomi Campbell (25 at the time of dating)
In 1995, Leo was supposed to fly away supermodel Naomi Campbellwho was twenty-five at the time, while Leo was twenty-one. The relationship quickly ended, but they became good friends and more than twenty years later, they regularly visit and vacation together.
Kristen Zang (at the beginning of the relationship, 22)
Actress Kristen Zang dated Lee for two years, from 1996 to 1998. She accompanied him to events and also to the premiere of Romeo and Juliet, where the actor played the main role. As The New York Daily News reported, Kristen was “the love of his life”, but she eventually left him due to his immaturity and penchant for teenage models.
Amber Valetta (22 at the time of dating)
Leo was supposed to date American model and actress Amber Valetta in 1998. Tabloids say that as soon as Leo saw her on the cover of a magazine, he decided to get her. However, they only dated for a short time and neither has commented on the other.
Bijou Phillips (18 at the time of dating)
Singer John Phillips’ daughter Bijou also dated Lee in 1998. It was DiCaprio who introduced her to Hollywood director James Toback, who cast her in the film Black and White. However, their relationship also did not last long and she got together with Lord of the Rings star Elijah Wood.
Eva Herzigová (25 at the time of dating)
In the same year, Leo was supposed to have a one-month romance with the Czech supermodel and Victoria’s Secret angel Eva Herzigová. As US Magazine reported, their relationship was never confirmed as Herzig was married to Bon Jovi drummer Tic Torres at the time.
Gisele Bündchen (at the beginning of the relationship 18)
Leo’s relationship with one of the most famous and best-paid models in the world, Gisele Bündchen, became known in the media. They started dating in 1999, when the Brazilian beauty was only eighteen years old, but the relationship ended in 2005. “We weren’t meant to be boyfriend and girlfriend, but I respect him immensely and I wish him only the best,” she revealed to Vanity Fair in 2009 beauty.
Bar Refaeli (at the beginning of the relationship 20)
After his relationship with Gisele, Leo threw himself into another relationship with a Victoria’s Secret model, and that was Bar Refaeli. It was she who shared his enthusiasm for environmental activism. They dated from 2005 to 2011 with one six-month break.
Anne Vyalitsyna (23 at the time of dating)
During a six-month break from Bar Refaeli in 2009, Leo dated Russian model Anne Vyalitsyna, whom he met in Ibiza. However, their relationship lasted only a very short time. She subsequently started dating Maroon 5 frontman Adam Levine.
Blake Lively (23 at the time of dating)
After breaking up with model Bar Refaeli, Leo started dating the beautiful blonde actress Blake Lively in 2011. At that time, she was shining in the Super Gossip series. Their relationship began romantically with a yacht cruise in the south of France. After five months, however, they broke up and everyone went their separate ways.
Madalina Ghenea (24 at the time of dating)
After breaking up with Blake, the actor was rumored to have briefly dated model and actress Madalina Ghenea. The two met while filming The Great Gatsby in Australia. Madalina appeared, for example, in the film Klan Gucci, where she played Sophia Loren, or in the films Mládí or Zoolander No. 2.
Erin Heatherton (23 at the time of dating)
Another Victoria’s Secret model who won Leo’s heart was American Erin Heatherton. They dated for ten months, but eventually their busy calendars drove them apart.
Toni Garrn (23 at the time of dating)
Leo was dating German Victoria’s Secret model Toni Garrn more than a year. For the first time, their relationship began to be talked about in May 2013. The fact that Leo was seen leaving a nightclub in Miami with twenty women was supposed to contribute to their breakup. They briefly got back together in 2017, but the relationship didn’t last.
Kelly Rohrbach (25 at the time of dating)
Model and actress Kelly Rohrbach became famous mainly for her role CJ Parker in Coast Guard. She and Lee got together in the spring of 2015 and were even rumored to be engaged, according to Elle magazine at the time. However, they broke up in early 2016.
Victoria Robinson (23 at the time of dating)
Leo was supposed to be dating model Victoria Lee Robinson at the end of May 2016. They were photographed together leaving an after party for Justin Bieber’s tour. However, their flirtation ended before it could really begin.
Nina Agdal (24 at the beginning of the relationship)
In the summer of 2016, Leo began a romance with Danish model Nina Agdal, who previously dated Maroon 5 frontman Adam Levine. They vacationed together in the Bahamas or in Montauk, Hampton. However, they broke up the following summer, according to sources, although they remain friends.
Lorena Rae (23 at the time of dating)
In August 2017, Leo was linked to model and fellow Victoria’s Secret Angel Lorena Rae. They were spotted together in Monaco, on a yacht in Saint-Tropez and in New York, where they enjoyed cycling. However, DiCaprio’s rep has denied that the two are dating. Only the two of them know the truth.
Camila Morrone (at the beginning of the relationship 20)
In 2017, Leo met model Camila Morrone. They were first spotted together in December 2017 while shopping in Los Angeles. Camila is the stepdaughter of Al Pacino, who, according to several sources, should have introduced them. Their relationship seemed serious, they spent most of their time together during the coronavirus, but eventually their relationship ended in August of this year. And it was just around the time Camila turned twenty-five.
Maria Beregova (22 at the time of dating)
There is currently speculation in the media that Leo should be dating Ukrainian model Maria Beregova. In the summer, they were spotted leaving a party in Saint-Tropez.
According to the Daily Mail website Maria was raised in Switzerland, where she also attended a private boarding school. She is currently said to be living in London studying business and law to take over the family pharmaceutical business. If she and Lee are really dating, or if it was just a summer fling, only the two of them know.