Leonardo DiCaprio has the most impressive dating history of all time. Here are the photos prove it.

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Abner Newton
Leonardo DiCaprio has the most impressive dating history of all time. Here are the photos prove it.

Sure, Leonardo DiCaprio has more than a few film accolades under his belt (including an Academy Award for Best Actor in The Revenant, not to mention countless nominations). But when it comes to sheer legacy, it's hard-nay, virtually impossible-to surpass his seemingly endless string of romances with the most beautiful women in the world.

The actor is notorious for dating models, and if you want to break down his love life into a few short words, this ought to sum it: So. Many. Victoria's Secret models.

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It's not just Angels, of course. From Blake Lively to Naomi Campbell, here's a look back at all of DiCaprio's former flames (at least the ones we know about), in chronological order.

Leonardo DiCaprio has the most impressive dating history of all time. Here are the photos prove it.

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Ron Galella / Getty

Bridget Hall

One of DiCaprio's first famous flames, model Bridget Hall was linked to the young actor in 1994, according to an article in The London Sun.

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Ron Galella, Ltd / Getty

Brittany Daniel

Brittany Daniel reportedly dated DiCaprio in 1994 (when she was 18) after the pair played each other's love interests in the film The Basketball Diaries, according to The Sun.

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Konstantin Zavrazhin/TCF / Getty

Naomi Campbell

Supermodel Naomi Campbell and DiCaprio reportedly had a quick fling in 1995, according to The Sun, and ultimately became lifelong friends.

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S. Granitz / Getty

Kristen Zang

Between 1996 and 1998, DiCaprio dated model Kristen Zang, according to an article from the New York Daily News. Long before their split, he brought her as his date to the Romeo + Juliet premiere in 1996.

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Daniel SIMON / Getty

Helena Christensen

Keeping with the model theme, DiCaprio and Victoria's Secret model Helena Christensen were spotted together in 1998, just after his split with Zang.

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Chris Weeks / Getty

Natasha Henstridge

DiCaprio reportedly had a quick fling with model-turned-actress Natasha Henstridge in 1997, according to Page Six.

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Ron Galella, Ltd. / Getty

Amber Valletta

Up next is another model-turned-actress: Amber Valleta, who you might recognize from the film Hitch. The pair reportedly had a fling in 1998 after he spotted her in a magazine, according to People.

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Kurt Krieger - Corbis / Getty

Bijou Phillips

Bijou Phillips, the daughter of singer John Phillips, also dated DiCaprio in 1998, according to a 2002 feature story in The Guardian.

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Eric Robert / Getty

Eva Herzigova (unconfirmed)

DiCaprio's 1998 reported month-long affair with model Eva Herzigova remains unconfirmed, but that's probably because she was married to Bon Jovi drummer Tico Torres at the time.

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Jeffrey Mayer / Getty

Gisele Bündchen

Long before this Vicroria's Secret Angel was married to Tom Brady, she dated DiCaprio for five years. The pair ultimately split up in 2005.

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Philip Ramey Photography, LLC / Getty

Bar Refaeli

Don't feel too bad about DiCaprio's split from Bündchen, though, as the actor quickly moved on to another Victoria's Secret model, Bar Rafaeli. The couple dated on-and-off for almost six years between 2005 and 2011, taking one six-month break in 2009, according to People.

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Michael Loccisano / Getty

Anne Vyalitsyna (rumored)

During his six-month break from Refaeli, DiCaprio was rumored to have dated yet another Victoria's Secret model, Anne Vyalitsyna, in 2009, according to reports at the time in British tabloids.

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Henry S. Dziekan III / Getty

Blake Lively

Though she's now happily married to Deadpool star Ryan Reynolds, Blake Livey and DiCaprio had a five-month whirlwind romance in 2011, according to The Daily Mail.

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Venturelli / Getty

Madalina Ghenea

After his short-lived fling with Blake Lively, DiCaprio went out with model Madalina Ghenea (whom he reportedly met on The Great Gatsby set in Australia) for a short time, according to The Daily Mail.

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Gilbert Carrasquillo / Getty

Erin Heatherton

After Ghenea, DiCaprio is said to have dated (surprise, surprise) Victoria's Secret model Erin Heatherton for about 10 months in 2012, according to The Daily Mail.

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Randy Brooke / Getty

Toni Garrn

Next up is Toni Garrn. The (you guessed it) Victoria's Secret model reportedly called it quits with DiCaprio in 2014 after she saw him leaving a nightclub in Miami with 20 women, according to Us Weekly.

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Isa Foltin / Getty

Kelly Rohrbach

You probably know Kelly Rohrbach from the Baywatch movie remake, but before she donned that iconic red bathing suit, the former D1 golfer was dating DiCaprio. The pair began seeing each other in the spring of 2015, and less than a year later some outlets reported the pair was engaged. But it didn't last-the couple officially called it quits in early 2016.

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Venturelli / Getty

Laura Whitmore (unconfirmed)

While it's unclear whether or not Whitmore and DiCaprio actually dated, Cosmopolitan reported that he picked the Irish TV presenter out of a crowd and hung out with her at the 2016 BAFTA Awards after-party.

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Krista Kennell / Getty

Nina Agdal

In the summer of 2016, Us Weekly reported that DiCaprio was dating Victoria's Secret model (another one!) and Sports Illustrated cover model Nina Agdal.

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Instagram @victorialeerobinson

Victoria Robinson (unconfirmed)

As far as 2017 goes, DiCaprio has been linked to model Victoria Robinson after the pair was spotted leaving Justin Bieber's Purpose tour after-party in May.See the post above on Robinson's Instagram here.

Back to intro

Bridget Hall

One of DiCaprio's first famous flames, model Bridget Hall was linked to the young actor in 1994, according to an article in The London Sun.

Brittany Daniel

Brittany Daniel reportedly dated DiCaprio in 1994 (when she was 18) after the pair played each other's love interests in the film The Basketball Diaries, according to The Sun.

Naomi Campbell

Supermodel Naomi Campbell and DiCaprio reportedly had a quick fling in 1995, according to The Sun, and ultimately became lifelong friends.

Kristen Zang

Between 1996 and 1998, DiCaprio dated model Kristen Zang, according to an article from the New York Daily News. Long before their split, he brought her as his date to the Romeo + Juliet premiere in 1996.

Helena Christensen

Keeping with the model theme, DiCaprio and Victoria's Secret model Helena Christensen were spotted together in 1998, just after his split with Zang.

Natasha Henstridge

DiCaprio reportedly had a quick fling with model-turned-actress Natasha Henstridge in 1997, according to Page Six.

Amber Valletta

Up next is another model-turned-actress: Amber Valleta, who you might recognize from the film Hitch. The pair reportedly had a fling in 1998 after he spotted her in a magazine, according to People.

Bijou Phillips

Bijou Phillips, the daughter of singer John Phillips, also dated DiCaprio in 1998, according to a 2002 feature story in The Guardian.

Eva Herzigova (unconfirmed)

DiCaprio's 1998 reported month-long affair with model Eva Herzigova remains unconfirmed, but that's probably because she was married to Bon Jovi drummer Tico Torres at the time.

Gisele Bündchen

Long before this Vicroria's Secret Angel was married to Tom Brady, she dated DiCaprio for five years. The pair ultimately split up in 2005.

Bar Refaeli

Don't feel too bad about DiCaprio's split from Bündchen, though, as the actor quickly moved on to another Victoria's Secret model, Bar Rafaeli. The couple dated on-and-off for almost six years between 2005 and 2011, taking one six-month break in 2009, according to People.

Anne Vyalitsyna (rumored)

During his six-month break from Refaeli, DiCaprio was rumored to have dated yet another Victoria's Secret model, Anne Vyalitsyna, in 2009, according to reports at the time in British tabloids.

Blake Lively

Though she's now happily married to Deadpool star Ryan Reynolds, Blake Livey and DiCaprio had a five-month whirlwind romance in 2011, according to The Daily Mail.

Madalina Ghenea

After his short-lived fling with Blake Lively, DiCaprio went out with model Madalina Ghenea (whom he reportedly met on The Great Gatsby set in Australia) for a short time, according to The Daily Mail.

Erin Heatherton

After Ghenea, DiCaprio is said to have dated (surprise, surprise) Victoria's Secret model Erin Heatherton for about 10 months in 2012, according to The Daily Mail.

Toni Garrn

Next up is Toni Garrn. The (you guessed it) Victoria's Secret model reportedly called it quits with DiCaprio in 2014 after she saw him leaving a nightclub in Miami with 20 women, according to Us Weekly.

Kelly Rohrbach

You probably know Kelly Rohrbach from the Baywatch movie remake, but before she donned that iconic red bathing suit, the former D1 golfer was dating DiCaprio. The pair began seeing each other in the spring of 2015, and less than a year later some outlets reported the pair was engaged. But it didn't last-the couple officially called it quits in early 2016.

Laura Whitmore (unconfirmed)

While it's unclear whether or not Whitmore and DiCaprio actually dated, Cosmopolitan reported that he picked the Irish TV presenter out of a crowd and hung out with her at the 2016 BAFTA Awards after-party.

Nina Agdal

In the summer of 2016, Us Weekly reported that DiCaprio was dating Victoria's Secret model (another one!) and Sports Illustrated cover model Nina Agdal.

Victoria Robinson (unconfirmed)

As far as 2017 goes, DiCaprio has been linked to model Victoria Robinson after the pair was spotted leaving Justin Bieber's Purpose tour after-party in May.

See the post above on Robinson's Instagram here.


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