Leonardo DiCaprio: the story of his romances with supermodels
14 august 2025 в 19:13
If it seems like every few months Leonardo DiCaprio is dating a new supermodel — it’s because it’s true. In September 2022, Leo was first linked to Gigi Hadid, with a 20-year age difference. Leo and Gigi continue to fuel rumors about their relationship, following his breakup with Camila Morrone in August 2022. Overall, Leonardo DiCaprio has dated many young, stunning women.
Just in the past ten years, Leo has been linked to at least a dozen different models. For example, before Tom Brady and Gisele Bündchen were married for 13 years, she dated Leo! And let’s not forget that in 2011, Blake Lively and the «Titanic» star were in a romantic relationship. But that’s just the tip of the iceberg (all puns intended). Check out Leo’s past love stories below!
Bridget Hall was the first in a long list of supermodels linked to Leo. They were first romantically linked in 1994, when his career was just taking off. However, she told New York magazine that «nothing happened between them». Her modeling agent also denied rumors of their romance, telling E! News: «I remember him. He was such a little boring guy. They were friends, it’s just not true at all».
Kristen Zang — an actress whose career included roles in the films «All My Friends Are Cowboys» and the 2000 film «Love and Sex» — dated Leo for about two years in the mid-90s. He took her to the premiere of the film «Romeo + Juliet» in 1996, but they eventually broke up in 1998. Rumor has it that she dumped him because of his immaturity at the time, according to the New York Daily News.
The legend of Leo says that after «Titanic» made him a worldwide superstar in 1998, DiCaprio, reportedly, saw Amber Valletta in a magazine. According to the story, he was so charmed by her that he had his agents track her down. Rumor has it they had a romance that year, as reported by Pop Sugar.
Another supermodel Leo was romantically linked to was Naomi Campbell. They reportedly had a brief romantic fling after the success of «Titanic», - according to Us Weekly. After that, the two were able to remain close friends.
From 2000 to 2005, Gisele Bündchen and Leo were a couple. They accompanied each other to high-profile events. Gisele accompanied him to the Oscars in 2005, attracting attention as they walked the red carpet. Why Gisele decided to leave in 2005 — she mentioned it in her book «Lessons: My Path to a Meaningful Life» and in an essay for Porter magazine.
«I no longer clouded myself with smoking, drinking, and overworking, I was becoming more and more aware of things I chose not to notice», - she wrote. «Was I alone in the desire to seriously reflect while he remained the same? Unfortunately, the answer was yes in the end». Gisele married Tom Brady and started a family with him, but they divorced in 2022.
Leo and model Bar Refaeli began their relationship in 2005. Over the next five or six years, they broke up and made up many times. «I worked on myself, I grew», - said Refaeli. «I didn’t know what 'loneliness' was», - she said in a 2009 interview, according to E! News. «Today I know that relationships can only exist if you know you can be alone and not be afraid. Today I’m not afraid to be alone». The couple reunited in 2010 and sparked engagement rumors, but by the end of the year, they had finally split. In 2020, she welcomed her third child with husband Adi Ezra.
During a six-month break with Bar Refaeli in 2009, Leo reportedly had a short romantic relationship with model Anne Vyalitsyna. The couple reportedly met during a trip to Ibiza, and Pop Sugar shows photos of Leo drinking with her and another unknown woman in a bikini.
In 2011, Blake Lively met Leonardo DiCaprio on Steven Spielberg’s yacht in Monte Carlo at the Cannes Film Festival (no, this is not a Madlib). They had a brief relationship that lasted five months
Just in the past ten years, Leo has been linked to at least a dozen different models. For example, before Tom Brady and Gisele Bündchen were married for 13 years, she dated Leo! And let’s not forget that in 2011, Blake Lively and the «Titanic» star were in a romantic relationship. But that’s just the tip of the iceberg (all puns intended). Check out Leo’s past love stories below!
Bridget Hall was the first in a long list of supermodels linked to Leo. They were first romantically linked in 1994, when his career was just taking off. However, she told New York magazine that «nothing happened between them». Her modeling agent also denied rumors of their romance, telling E! News: «I remember him. He was such a little boring guy. They were friends, it’s just not true at all».
Kristen Zang — an actress whose career included roles in the films «All My Friends Are Cowboys» and the 2000 film «Love and Sex» — dated Leo for about two years in the mid-90s. He took her to the premiere of the film «Romeo + Juliet» in 1996, but they eventually broke up in 1998. Rumor has it that she dumped him because of his immaturity at the time, according to the New York Daily News.
The legend of Leo says that after «Titanic» made him a worldwide superstar in 1998, DiCaprio, reportedly, saw Amber Valletta in a magazine. According to the story, he was so charmed by her that he had his agents track her down. Rumor has it they had a romance that year, as reported by Pop Sugar.
Another supermodel Leo was romantically linked to was Naomi Campbell. They reportedly had a brief romantic fling after the success of «Titanic», - according to Us Weekly. After that, the two were able to remain close friends.
From 2000 to 2005, Gisele Bündchen and Leo were a couple. They accompanied each other to high-profile events. Gisele accompanied him to the Oscars in 2005, attracting attention as they walked the red carpet. Why Gisele decided to leave in 2005 — she mentioned it in her book «Lessons: My Path to a Meaningful Life» and in an essay for Porter magazine.
«I no longer clouded myself with smoking, drinking, and overworking, I was becoming more and more aware of things I chose not to notice», - she wrote. «Was I alone in the desire to seriously reflect while he remained the same? Unfortunately, the answer was yes in the end». Gisele married Tom Brady and started a family with him, but they divorced in 2022.
Leo and model Bar Refaeli began their relationship in 2005. Over the next five or six years, they broke up and made up many times. «I worked on myself, I grew», - said Refaeli. «I didn’t know what 'loneliness' was», - she said in a 2009 interview, according to E! News. «Today I know that relationships can only exist if you know you can be alone and not be afraid. Today I’m not afraid to be alone». The couple reunited in 2010 and sparked engagement rumors, but by the end of the year, they had finally split. In 2020, she welcomed her third child with husband Adi Ezra.
During a six-month break with Bar Refaeli in 2009, Leo reportedly had a short romantic relationship with model Anne Vyalitsyna. The couple reportedly met during a trip to Ibiza, and Pop Sugar shows photos of Leo drinking with her and another unknown woman in a bikini.
In 2011, Blake Lively met Leonardo DiCaprio on Steven Spielberg’s yacht in Monte Carlo at the Cannes Film Festival (no, this is not a Madlib). They had a brief relationship that lasted five months
© Artemenko Olga
