Di Caprio’s High Profiled Ex-Girlfriends

The dating life of Hollywood stars is very different from us everyday people and mere mortals. 

Almost every actor and actress have found their love, be it after a single try or various years of failures. Leonardo Di Caprio, on the other hand, stands at precisely the same stage of life where he was 20 years ago. While the actor gets older, his dating spree of girlfriends remains forever young. 

Here is a list of “some” of the most known and famous ex-girlfriends of Di Caprio.

Camila Morrone

Known for her role in various highly rated movies, including Death Wish in 2018 and the recent Mickey and the Bear in 2019, Camila is an emerging actress and a model in the American Hollywood industry.

She is the daughter of the famous Argentinean model and actor, Maximo Morrone, and the actress Lucila Solá. Although her parents divorced in 2006, the mother had a long-term relationship with the legendary actor, Al Pacino, to whom she always refers to as her stepfather. The model/actress seems to uphold great respect for Pacino, concerning himself and his work.

Camila seems to have fallen for another great actor, Di Caprio, as the actor started dating the pretty 20-year-old in 2017 and they are still happy and thriving together.

Already 2 years into their relationship, a now 22-year-old Camila does not mind the 22 year age gap.

Nina Agdal

Coming from Danish origins, Nina is a highly sought-after model in Denmark. She actively works for the magazine, Sports Illustrated Swimsuit Issue, which is annually published by the American media company, Sports Illustrated. 

Nina may only be 27 years of age and she has already made it big in the modelling industry. 

Di Caprio started dating the model, in June 2016, but the relationship lasted till May of 2017. Di Caprio and Adgal had been very private about their one-year relationship, as they never made any appearances together on the red carpet.

Yet, they have had their share of romantic get-aways, as paparazzi had captured moments of them at various locations partying and enjoying each other’s company, in Miami, LA and New York. 

According to sources, a lot of people thought the couple was not meant to last. 

However, the duo managed to remain on amicable terms, after calling it quits.

Rihanna

This one needs no introduction at all. In fact, you might even have some of her songs in your favorites list right now or may even be listening to them while reading this. Being the 7th best selling music artist in the world and one of the most beloved singers and fashion designers, Rihanna is probably the highest profiled candidate in our list.

Di Caprio is rumoured to have dated the Umbrella singer in February of 2015 after having various flirtatious moments together in a Paris club. 

Though the relationship never really officially settled, it began and ended with no news to the public, just plenty of pictures.

Also, rumour has it, that the actor had lost interest in the singer, along the way and chose the lamest way to let her know, by a text message!

Excuse me, DiCaprio, did we say you were 40 at the time, or 14?

Kelly Rohrbach

Known for her role in Baywatch as C.J. Parker, Kelly is a famous American model and actress who rose to fame quite rapidly for her fabulous performances. She has appeared in countless TV series, whilst her most recent movie on her acting profile is Wilt, which is set to be released somewhere in this year.

Di Caprio’s romantic time with Kelly led to several rumours of engagement and the possibility of the actor finally having found the “one” and settling down for good. 

The relationship started in the spring of 2015 and unfortunately ended in early 2016. According to some sources, the duo struggled with their busy schedules and due to conflicting time slots, the couple realised that they had no choice but to part their ways, much to the grief of their fans.

Toni Garrn

Born in Hamburg, Germany to a businesswoman, Toni is a famous model and humanitarian who started her career at the age of 15. Her first contract included the popular Calvin Klein, allowing her to get a boost in the industry.

Until now, she has worked with countless other designers such as Louis Vuitton, Hermes, DoIce & Gabbana, Michael Kors and more. Her brother, Niklas, is also a model.

Di Caprio started dating Toni in May of 2013. Likewise, Agdal, DiCaprio and Garrn never made any public appearances and speculations of their break up rose when the actor and model were very distant at a party. 

While the relationship did seem promising with excellent chemistry, the duo parted ways in December 2014.

Erin Heatherton

With a rollercoaster of a life, Erin is an American fashion model known for her career with Victoria’s Secret from 2010 to 2013. She has worked with countless known fashion designers, a few of which include: Tommy Hilfiger, Michael Kors, and Valentino.

In addition to that, she has appeared on various international and local covers such as Flair Austria, GQ Germany, Italian Marie Claire and many more. 

Di Caprio started dating Erin somewhere in 2011 and the relationship seemed unsuccessful as the couple decided to part their ways before 2012. 

Erin’s life took a severely negative turn since the end of this relationship. She has had to face several lawsuits, the biggest of which was in 2017 when the fashion stylist Clare Byrne sued her for $10 million. 

Currently, Erin is still in deep waters with having filed a bankruptcy notice in April 2019.

Blake Lively

Born in L.A. California, Blake is the daughter of the famous American actor and coach, Ernie Lively, who has worked in innumerable movies in his career. With acting running in their family, Blake rose to fame after appearing in a novel adaptation, “The Sisterhood of the Travelling Pants”. 

Ever since her debut, Blake has acted in numerous movies and TV series, the most popular being Gossip Girl (2007-2012) and the recent drama thriller movie, A Simple Favor (2018).

Di Caprio spotted Blake in her audition for “The Great Gatsby”. Although she didn’t win the audition to play as “Daisy” in the movie, she went on to steal Di Caprio’s heart. The duo started dating in 2011 and was seen in various pictures and videos with their captivating relationship blossoming and producing romantic moments for the world to see. 

However, the blooming stopped after 5 months, with no particular reason ever revealed to the public. Even though fans loved their chemistry, Di Caprio and Blake just couldn’t get it together. 

Bar Rafaeli

A stunning Israeli model who also happens to be an actress, TV host and an entrepreneur. She is extremely famous in her home country and has hosted several popular television shows which have given her media career the biggest breakthrough of her life. The largest one of these being “The X Factor Israel” for which she still works as a presenter. 

In 2019, Rafaeli hosted one of the largest singing competitions in the most populous city in her country, Eurovision Song Contest (2019), Tel Aviv. Apart from a television host, the Israeli beauty has also been on the cover page of Sports Illustrated Swimsuit in 2009 and was rated the world’s hottest girls by Maxim in their “Hottest list of 2012”. The latter was the point where Rafaeli attracted worldwide attention and started appearing on the covers of major fashion magazines such as Marie Claire, Glamour, Vogue, Cosmopolitan and many others.

It is unknown as to when exactly Di Caprio started dating Rafaeli. However, the relationship did not last until the end of 2011. There was also a 6 months break in between their dating sessions until they finally parted ways.

Gisele Bündchen

A Brazilian supermodel and actress with one of the most known names around the world. Gisele has been rated as the highest paying models in the world since the start of 2004. She has worked for countless designers and opened for famous fashion names such as Michael Kors, Marc Jacobs, Dolce & Gabbana, Christian Dior and Valentino in Paris, New York and Milan.

In 2008, the New York Daily News added Gisele as the fourth most powerful person in the fashion industry. On 2009, she was honoured with the title of “the biggest star in the fashion industry” by the Independent magazine while Forbes placed her in the top-earning model’s list in 2012. 

Gisele was not just attracting attention from women in the fashion industry. In 2015, the Men’s Health magazine rated Gisele as 25th in their “100 Hottest Women of All Time”. 

Di Caprio started dating Gisele from 2000 to 2005, which makes the most it the longest and most meaningful relationship in love history of the casanova. 

People were in love with their love to the point that People’s magazine placed them in their annual “Most Beautiful Couples List”. 

Unfortunately, despite their chemistry, the couple broke up without a word to the public.

Eva Herzigova

Eva is an Italian-Czech model and actress who emerged in the fashion industry as a young teenager of age 16 after winning a modelling competition in Prague in 1989. 

Eva has also appeared in the Victoria’s Secret catalogue and the Sports Illustrated. She featured in multiple international fashion magazines such as Vogue, Marie Claire, Harper’s Bazaar, Numero and Allure. 

Although she was and still is a very successful model, Eva has not stopped pursuing her acting career. Ever since 1992, she has starred in various European movies, on and off, and contributes to the industry on a regular basis.

Di Caprio spotted Eva in 1998 at “The Man in the Mask” and he was instantly dazzled by her radiating beauty. However, it seems that the Catch Me If You Can actor’s infatuation wore off quite quickly, as the duo had a 2 months fling before parting ways. 

Virginie Ledoyen

Known as one of the most famous French actresses, Virginie has appeared in countless movies in Hollywood, the British cinema and her own country. Although her career started with her debut in 1986’s “Exploits of a Young Don Juan”, she had a breakthrough in 1993 when she was nominated for the “Cesar Award for Most Promising Actress. 

Di Caprio met Virginie backstage of “The Beach” in 2000. While the movie was thoroughly enjoyed by the viewers, special attention was paid to the romantic moments shared between the duo.

Several photos and videos were released which confirmed their brief relationship which ended sooner than expected.

Bijou Phillips

Daughter of the famous American singer, guitarist and songwriter John Phillips, Bijou started her acting and modelling career by being the youngest girl to have ever appeared on the cover of Italian Vogue at the age of 13. Her father was so beloved by the people of his time that he has been honoured with a Golden Palm Star on California’s Walk of Stars in Palm Springs.

Bijou has appeared in several highly rated movies such as “Almost Famous” in 2000, “The Door in the Floor” in 2004 and “Havoc” in 2006 where she was nominated as the “Best Supporting Actress”.

Di Caprio started dating Bijou after she had attracted worldwide media attention as the youngest cover girl of Vogue. In 1998, Bijou was 18 when the duo met and shared several romantic moments, the pictures of which were released publicly on social media and several other sources confirmed that Di Caprio and Phillips shared a great chemistry as they always seemed smiling and happy in their photos.

Unfortunately, the couple parted ways somewhere in the same year with no particular reason ever revealed to the public.