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Kate Moss - The British model dated the actor back in 1993. Both of them were just 20-years-old at the time and totally not serious about the relationship!

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Naomi Campbell - It has long been reported that something was going on between the supermodel and the actor back in 1995. However, the two always claimed to just be good friends.

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Bridget Hall - Leonardo DiCaprio had a fling with model Bridget Hall back in 1994. It's reported that she's the first Victoria's Secret model that he has dated.

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Bridget Hall - Later, the model told New York Magazine that "nothing happened" between them.

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Brittany Daniel - You might remember Brittany Daniel from the teen drama 'Sweet Valley High.' After starring in 'The Basketball Diaries' (1995) with DiCaprio, the two took their romance off screen.

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Brittany Daniel - Today, the actress is happily married to longtime boyfriend Adam Touni.

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Kristen Zang - After his breakup with Brittany Daniel, DiCaprio went out with actress and model Kristen Zang for two years. They ended their relationship around the release of the 'Titanic' (1997).

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Helena Christensen - DiCaprio and stunning Danish model Helena Christensen reportedly partied together at the time blockbuster 'Titanic' came out. Christensen is one of the original Victoria's Secret models.

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Natasha Henstridge - Actress and model Natasha Henstridge also had a fling with the actor back in 1997. But apparently it was nothing serious.

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Amber Valletta - The story goes that DiCaprio spotted model Amber Valetta in a magazine and was completely blown away by her beauty. He had his staff arrange a meeting and they briefly dated in 1998.

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Amber Valletta - Nowadays, the model forms a hot couple with well-known hairstylist Teddy Charles.

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Bijou Phillips - In 1998, DiCaprio dated model and actress Bijou Phillips. She later credited him for getting her a role in the movie 'Black and White' (1999). It was on the set of this film that she met co-star Elijah Wood, with whom she had a short relationship.

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Eva Herzigova - DiCaprio and supermodel Eva Herzigova had a fling in 1998, or so the story goes. Their relationship has never been confirmed.

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Gisele Bündchen - When these two started dating each other in 1999, the world thought that the actor had finally found "The One," since it was one of his longest public relationships.

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Gisele Bündchen - But sadly, after five beautiful years together they decided to split. In an interview with 'Access Hollywood,' she stated: "We know what we had; we were very young, and we grew together in a lot of ways. We were just not meant to be boyfriend and girlfriend, but I respect him enormously, and I wish him nothing but the best." Bündchen is now married to NFL superstar Tom Brady.

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Bar Refaeli - After Bündchen, the actor moved on to another Victoria's Secret talent, Israeli model Bar Refaeli. They met in 2005 at a party in Los Angeles, and dated on-and-off until 2011.

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Bar Refaeli - The couple allegedly grew apart because of their busy schedules. The model married businessman Adi Ezra in 2015, and has two children with him.

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Anne Vyalitsyna - During one of his many breakups with Bar Refaeli, it was rumored that the actor was having a short romance with Anne Vyalitsyna, another Victoria's Secret model. The two were spotted together in Ibiza.

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Blake Lively - Right before forming one of Hollywood's hottest couples with Ryan Reynolds, Blake Lively dated Leonardo DiCaprio for five months in 2011.

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Mădălina Ghenea - During the shooting of 'The Great Gatsby' (2013), DiCaprio met stunning Romanian fashion model and actress Mădălina Ghenea. It's rumored that they briefly dated.

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Erin Heatherton - DiCaprio and model Erin Heatherton met through friends who thought they were made for each other. They dated for 10 months in 2012, but allegedly broke up due to their crazy schedules.

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Erin Heatherton - "He's [DiCaprio] a wonderful person and he's a friend of mine, I wish him all the best.", she told Daily Mail Australia.

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Toni Garrn - In May 2013, the actor met another model. This time the lucky girl was Victoria's Secret model Toni Garrn, who was 23-years-old at the time.

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Toni Garrn - The two were romantically involved for about 18 months. However, in 2017 they were spotted hanging out together in New York City. Funny thing is that she wasn't the only model he hung out with on that day!

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Kelly Rohrbach - Model Kelly Rohrbach was "honored" to make it on the actor's list of model girlfriends. There were rumors that the two lovebirds were even engaged. But that's never been confirmed.

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Kelly Rohrbach - Just like with his other relationships, this too didn't last. After several months of dating, DiCaprio was single again.

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Nina Agdal - In the summer of 2017, the actor was spotted with Danish model Nina Agdal. They dated each other for over a year, but ultimately decided to call it quits. DiCaprio, however, didn't stay single for too long...

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Camila Morrone - The new leading lady in DiCaprio's life is Argentinian model Camila Morrone! They've been dating since around December 2017, and are still going strong.

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Camila Morrone -

Is the actor finally ready to settle down? Or will he soon move on to another model? Time will tell.

But in the meantime, check out the woman that DiCaprio would never let go of...

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