15 Extremely Hot Women Leonardo Dicaprio Has Dated

Leonardo DiCaprio is one of Hollywood's most adored actors. Nominated for an Oscar at the ripe age of 19 for his performance in What's Eating Gilbert Grape, Leo was bound for super stardom. But, DiCap

Leonardo DiCaprio is one of Hollywood's most adored actors. Nominated for an Oscar at the ripe age of 19 for his performance in What's Eating Gilbert Grape, Leo was bound for super stardom. But, DiCaprio isn't only known for his stellar acting career. A lot of people also know Leonardo to be one of Hollywood's most swinging bachelors.

Over the years DiCaprio has dated a literal "who's who" of Hollywood's hottest. From supermodels to movie stars, Leo has dated them all. Leonardo is the immaculate mack: charming, interesting, a bit mysterious. He's every girl's dream. In his spare time, Leo likes to hang out on yachts, take in basketball games and, of course, mingle with extremely gorgeous women.

At the beginning of this past summer a new trend emerged: the ill-fated "dadbod". Every "dadbod" article seemed to use the same photo to legitimize the trend. It was Leo, admittedly looking a little chunky, hanging out on the beach. The thing is, there was no real "dadbod" trend (being out of shape is never en vogue). Leo can pull off being out of shape, Joe Six-pack (or rather Joe Kegstand) cannot. This is Leo's magnetic power; he can do anything and gorgeous women will still be uncontrollably attracted to him. Check out a list of some of Leo's hottest lady friends below.

15 Giselle Bundchen


Before Giselle Bunchen married Tom Brady she is said to have been in an on and off relationship with Leo from 2000-2005. Giselle is a Brazilian supermodel and former Victoria's Secret Angel who in 2014 was ranked the world's 89th most powerful woman by Forbes.

14 Blake Lively


Although never officially confirmed, Leo and the absolutely gorgeous Blake Lively were spotted in a variety of local bars and clubs in 2011. Apparently the relationship fizzled (much like Lively's career).

13 Miranda Kerr


DiCaprio was spotted out and about with Miranda Kerr in 2013. No surprise here as DiCaprio has a thing for rising stars like Kerr. Kerr is widely known for her work as a Victoria's Secret Angel as well as a variety of other modeling work. She has also served as the face of H&M clothing (replacing Giselle Bundchen) and a model for Reebok and Wonderbra.

12 Bar Rafaeli


Leo and Bar Rafaeli had an on-and-off relationship for a handful of years during the early 2000s. This is one of his more "serious" past relationship, a relationship that had many people buzzing about whether Bar was the woman who would finally get Leo to settle down. Bar Rafaeli is one of the world's most indemand models having been voted number 1 in Maxim magazine's Hot 100 List of 2013.

11 Naomi Campbell

According to reports, Naomi Campbell and DiCaprio dated briefly in 1995. It shouldn't come off as much of a surprise since Campbell is no stranger to dating rich and powerful men, having also dated Mike Tyson and Robert De Niro. Quite the repertoire, Naomi!

10 Helena Christensen


DiCaprio and Helena Christensen were briefly linked together. Christensen is a Danish model and beauty queen who has done work for Victoria's Secret and covered Vogue, Elle and Harper's Bazaar, among others.

9 Eva Herzigova


According to the supermodel, she and Leo had a brief one month tryst in 1998. The Czech model and actress has had a storied career, frequently modeling for both the Sports Illustrated Swimsuit Edition and the Victoria's Secret catalogue. Again, no surprise here as Leo has a thing for Victoria's Secret Angels.

8 Bijou Phillips

Bijou Phillips allegedly dated DiCaprio briefly in 1998. They're just rumors, but considering Bijou has a variety of talents, like working as a model, actress and singer, it's not outside the realm of possibility that she temporarily snatched up Leo.After gaining notoriety as a model, Phillips quickly moved into the acting realm, scoring stellar roles in Almost Famous and Bully.

7 Rihanna


Over the past year Rihanna and DiCaprio have been spotted together on a variety of occasions leading to many rumors about the two dating. Rihanna, originally from Barbados, is a pop singer whose first single "SOS" went to number one on the Billboard charts.

6 Toni Garrn


Garrn and Leo were linked together from 2013 to 2014. Garrn is a gorgeous model of German descent who burst onto the fashion scene in 2008 after signing an exclusive modeling deal with Calvin Klein.

5 Erin Heatherton

According to media reports, DiCaprio and Heatherton were in a relationship from 2011 to 2012. Heatherton is an American model of Jewish descent who was born and raised in the Chicago suburbs.

4 Claire Danes


After starring together in Baz Luhrmann's Romeo and Juliet, both Claire Danes and DiCaprio are said to have had a brief romantic fling in 1995. Since starring alongside Romeo in the classic romantic-tragedy, Danes has continued acting, recently garnering widespread acclaim for her portrayal of bipolar CIA operative Carrie Mathison in Showtime's hit series, Homeland.

3 Bridget Hall


In 1994, very early on in Leo's career, he was often seen canoodling with the gorgeous, young Bridget Hall. Bridget who, you ask. She isn't very popular, but we can see what Leo saw in this gorgeous blonde.

2 Trishelle Cannatella


According to some reports, Leo was, at some point, linked to reality TV star Trishelle Cannatella. Readers may remember Trishelle from her original stint on television as part of the cast of The Real World: Las Vegas - you know, one of the first shows to lay the groundwork for reality TV.

1 Kristen Zang


Zang and DiCaprio are said to have dated from 1995 to 1999. Seems like DiCaprio dated many women during this time frame. Zang was a successful model during the 90s and also had a brief acting career.

After a promising start to her career where she appeared in All My Friends Are Cowboys and Love & Sex, as well as made a brief cameo on the ABC sitcom Dharma & Greg, she has since only appeared in poorly-received low budget television series and movies. Zang is also said to have dated Nicolas Cage, Michael Hutchence of INXS and Constantine Maroulis. Quite the drop off from Leo I'd say.


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15 Extremely Hot Women Leonardo Dicaprio Has Dated