Leonardo DiCaprio’s Relationship Through The Years – Who Has He Dated?

Leonardo DiCaprio’s Relationship is on the very colorful side as he is most notable for his numerous flings with the ladies. The Titanic star has a history of dating ladies who are tall, blondie, and have probably walked on a runway. Interestingly, his relationship timeline has a cross-section of Hollywood actresses, Victoria’s secret catwalk queens, sports illustrated models, and many more.

Born in Los Angeles on November 11, 1974, DiCaprio is the only child of his parents Irmelin and George DiCaprio. Starting his acting career at age five, the famous actor has appeared in dozens of movies and has received numerous awards for his outstanding acting prowess. He got his breakthrough in 1997 following his appearance in James Cameron’s movie titled Titanic. His impressive performance in the movie earned him several awards; thus bringing him into the limelight.

In addition to being a movie star, the veteran actor is also a producer. He has produced several movies including Out of the Furnace (2013), Runner Runner (2013) and The Wolf of Wall Street (2013), just to mention a few. He has worked with top stars including Ben Affleck, Justin Timberlake, Cassey Affleck, and Sam Shepard, among others. Leonardo Dicpario has amassed huge wealth for himself and currently has a staggering net worth of $245 million. Learn more about his relationship and dating history below.

Leonardo DiCaprio’s Relationship Through The Years – Who Has He Dated?

1. Naomi Campbell

Leonardo DiCaprio’s Relationship

Leonardo DiCaprio’s Relationship with Naomi Campbell began as being good friends for quite a long time. The supermodel cum actress hooked up with Leo in 1995. Although they kept their relationship on a platonic basis; they have been seen together at various events as well as vacations with their mutual friends. Campbell has been in several relationships with popular celebrities including Flavio Briatore and Adam Clayton. She is currently dating Louis C. Camilleri.

2. Kristen Zang

Leonardo DiCaprio’s Relationship

Leo had a brief relationship with Kristen Zang who is a famous American actress and model. She is best known for her appearance on popular movies such as Love & Sex and Hollywood. The duo started their relationship in 1996, prior to Leo’s breakthrough in Titanic. Kristen was said to have dumped him because of his childishness and immaturity in 2007. Later in the same year, Leo also had a fling with the Danish Model Helena Christensen as well as Species star Natasha Henstridge and Emma Bunton.

3. Bijou Philips

Bijou Philips

Leonardo had a short-lived romance with the amazing American model and actress Bijou Philips 1998. She is the daughter of the notable American singer named John Philips. The pair ended their relationship after a few months. Philips also dated Elijah Wood and married Danny Masterson in 2011. After their break up, Leo had a brief relationship with other models including Amber Valletta and Eva Herzigova in the same year.

4. Emma Miller

Emma Miller

In 2009, Leo was linked to having an affair with the Made In Chelsea star Emma Miller. The duo was spotted during a dinner date in South Kensington in 2009 and after a while, they went their separate ways. He was also linked to the amazing American singer Ashley Roberts and a Victoria’s Secret Russian Model Anne Vyalitsyna in the same year.

5. Gisele Bundchen

Leonardo DiCaprio’s Relationship

It would be hard to imagine that Gisele Bundchen had been with anyone other than the American football quarterback Tom Brady, but during the early 2000s, she had a long romance with Leonardo Dicaprio. They had an off-and-on relationship which started in 1999 and ended in 2005. The duo made the People Magazine’s List of Most Beautiful Couples in 2004. They went their separate ways after Leo has failed to pop the question. Gisele went on to marry Tom Brady in 2009. Together they have two children.

6. Bar Refaeli

Bar Refaeli

After his separation from Gisele, Leo went on to kick off another relationship with another Victoria’s Secret Model named Bar Refaeli. The gorgeous model is one of the most internationally successful Israeli models. She has worked with top-notch brands including Maxim, Elle, Harper’s Bazaar, Marie Claire, and Vogue, among others. Their relationship was off and on until 2011 when they both went their separate ways.

7. Blake Lively

Leonardo DiCaprio’s Relationship

Media town went abuzz in 2011 when Leonardo DiCaprio’s Relationship with Gossip Girl Star Blake Lively came to light while they were cozying up on a yacht in the Cannes. The short-lived romance lasted for five months before they went their separate ways. While Blake went on to date Ryan Reynolds, Leo, on the other hand, went on to find more models. He had a fling with an Australian model Alyce Crawford as well as Romanian model Madalina Ghenea while he was filming The Great Gatsby in Australia.

8. Erin Heatherton

Leonardo DiCaprio’s Relationship

Leo was spotted with another Victoria’s Secret Blondie Erin Heatherton while they were touring the grounds of Sydney’s historic Vaucluse House in December 2011. The duo also took their love to the beaches in Mexico as well as New York City. Their relationship lasted for about 10 months before things fizzled out. Leo’s busy schedule while filming The Wolf of Wall Street in 2012 dragged their relationship to the muds.

9. Toni Garrn

Leonardo DiCaprio’s Relationship

While it was over between Leo and Erin Heatherton, he also caught the fancy of another German model Toni Garrn. The stunning model also worked for Victoria’s secret at the time. Despite moving in together, things didn’t actually work out fine between these two. They decided to go their separate ways in November 2014.

10. Rihanna

Leonardo DiCaprio’s Relationship

Leonardo Dicaprio and Rihanna apparently met each other at a Playboy mansion party held after the Golden Globes in 2014. The pair attended Rihanna’s cousin’s wedding in Barbados together in 2015. Surprisingly, rumors began to swirl that the duo are having a relationship but Rihanna outrightly shunned the rumors saying that she is too busy to date anyone at the time. Afterward, Leo had a brief relationship with the Sports Illustrated American model named Kelly Rohrbach. The couple called it a quit in early 2016.

11. Nina Agdal

Leonardo DiCaprio’s Relationship

Leonardo DiCaprio’s Relationship with Victoria’s Secret model Nina Agdal happened in 2016. The Danish model has appeared on several Sports Illustrated Swimsuit Issue as well as the Victoria Secret’s runway. The pair was spotted vacationing at Montauk, New York as well as their trip to a private island in the Bahamas in June 2017. They went their separate ways in May 2017. Leo was also linked with Victoria Robinson and Lorena Rae in the same year.

12. Camila Morrone

Leonardo DiCaprio’s Relationship

Leonardo Dicaprio’s relationship most recently is with Camila Morrone who is an American actress cum model. The Argentine-born model has appeared on the cover page of Vogue Turkey and has also worked as a runway model for Moschino’s 2017 resort collection. She made her acting debut in 2013 while appearing in the film titled Bukowski. Her latest project is the 2018 movie titled Death Wish where she starred alongside Bruce Willis. Although the duo has not publicly confirmed their relationship, they have been spotted together on several occasions. We hope things work out between these two and won’t end like Leo’s past relationships.


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