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Leonardo DiCaprio has been a part of the world of Hollywood since he was a child. After working in commercials and playing minor roles in television, he earned his breakthrough in a series called Parenthood. The star became famous with What’s Eating Gilbert Grape? and has become one of the most successful actors today with a massive $260 million net worth. Along with being an actor, he is an environmental activist known for his high-profile relationships with models.

With his charming looks and easy smile, Leonardo DiCaprio has been a heartthrob since the 1990s and has had a string of publicized romances with younger, blonde models in particular. From his long-term affair with Gisele Bündchen to a fling with Naomi Campbell, DiCaprio has now been in a steady relationship for the past five years. Let’s look at the women Leonardo DiCaprio has dated and their massive net worths.

Lorena Rae ($1 million)

Leonardo DiCaprio, first rumored to be dating German model Lorena Rae in August 2017, was spotted on several trips worldwide. As mentioned by Elle, the couple was most notably spotted in Monaco, on a yacht in St. Tropez, and riding Citi bikes in New York City. Rae moved to New York to gain international stardom and even walked Victoria’s Secret runway the same year.

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Kelly Rohrbach ($2 million)

Not just another Sports Illustrated model, Kelly Rohrbach worked as a D1 golfer and prep schooler before entering the field of fashion. Her relationship with DiCaprio became public when they were spotted kissing on Citi bikes in 2015; however, they broke up the following year. Rohrbach has continued her modeling career and also starred in the 2017 movie Baywatch.

Camila Morrone ($2 million)

His current and steady relationship with Camile Morrone began in December 2017 when they were rumored to be dating. It wasn’t until their Colorado vacation the following year that the news was confirmed, as stated by Harper’s Bazaar. Morrone has been working as a model and playing minor roles in movies.

Erin Heatherton ($7 million)

Erin Heatherton has been the runway model for major fashion houses such as Gucci, Prada, Chanel, and Eli Saab and dated Leonardo DiCaprio in 2012. With DiCaprio’s busy film career and Heatherton’s modeling jobs, the relationship ended ten months later due to their crazy schedules, and the pair remained friends.

Toni Garrn ($10 million)

Known for her exclusive contract with Calvin Klein in 2008, Toni Garrn began her relationship with Leonardo DiCaprio in May 2013. The couple split more than a year later when the actor reportedly left a club with twenty women, leading to their split. They briefly got together in 2017 before ending things for good.

Nina Agdal ($12 million)

Danish model Nina Agdal was known to date Adam Levine before she started seeing DiCaprio in 2016. While no official statement was made regarding their relationship, the couple was spotted spending vacations in Montauk and the Bahamas. By the summer of next year, they had parted ways but stayed friends. Agdal has starred on the covers of many high-end fashion magazines.

Bar Refaeli ($25 million) CS

The relationship between Leonardo DiCaprio and Israeli model Bar Refaeli was one of the most publicized on-again-off-again relationships in Hollywood while dating between 2006 and 2011. They first met at a U2 concert in Las Vegas in 2005 and began seeing each other until taking a break in 2009, as noted by Cheat Sheet. After reconciling, they rekindled their romance but called quits in 2011. Refaeli is one of the most successful international supermodels from Israel and has appeared on the cover of major magazines like Sports Illustrated Swimsuit.

Blake Lively ($30 million)

Leonardo DiCaprio had a whirlwind romance with Blake Lively, which was confirmed when they were spotted setting sail on a yacht in the South of France when Lively was starring in the drama show Gossip Girl. Their romance ended within five months, and the actress went on to date Ryan Reynolds while DiCaprio dated Erin Heatherton.

Naomi Campbell ($80 million)

One of the most successful supermodels of all time, Naomi Campbell was the most in-demand model of the 1980s and 1990s. She has been on the cover of over 500 magazines and became the face of British fashion. She reportedly had a fling with Leonardo DiCaprio in 1995, which fizzled out, but they have remained friends over the years, and even partied together.

Gisele Bündchen ($400 million) MC

Leonardo DiCaprio’s longest relationship to date, the actor was in a relationship with Brazilian model Gisele Bündchen from 1999 to 2005. She was the highest-paid model in the world from 2012 to 2017 and earned $500 million alone from endorsement deals. According to Marie Claire, the model mentioned that she switched to a healthier lifestyle but felt alone with him, which led to the break-up.

Other notable girlfriends include Bridget Hall, his first girlfriend, Kristen Zang, Bijou Phillips, and Anne Vyalitsyna. His infamous dating history has also made him a butt of the joke during award shows as hosts take a dig at his dating life all the time, but DiCaprio is unaffected by the jabs and is a good sport.

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Sources: Elle, Harper’s Bazaar, Cheat Sheet, Marie Claire