HomeNewsAre Leonardo DiCaprio and Gigi Hadid Dating? Let's Investigate

Are Leonardo DiCaprio and Gigi Hadid Dating? Let’s Investigate

New reports claim that Leonardo DiCaprio, fresh from his most recent breakup, is currently “getting to know” supermodel Gigi Hadid. This wouldn’t be that interesting, if it weren’t for the fact that this would make Hadid, at 27, the first woman above the age of 25 to be romantically linked to DiCaprio.

Unnamed sources cited in both People and Us Weekly have reported that DiCaprio has been pursuing Hadid; and while they are not actually together, they are feeling things out. “They are getting to know each other,” one source told People, while another confirmed, “Leo is definitely pursuing Gigi.” Meanwhile, Us Weekly is reporting that multiple eyewitnesses spotted the two of them partying together in New York City at a Fashion Week afterparty. Very intriguing!

Now, if I may put on my tinfoil hat for a moment, something seems fishy to me here. For one, DiCaprio only broke up with his last girlfriend, Camila Marrone, a few weeks ago, just a few months after her 25th birthday. DiCaprio’s preferred romantic type—white models between the ages of 18 and 25—has been a source of headlines, jokes, and even protest signs for years now. His split with Marrone was no different, sparking days of online quips and even its own meme format.

Maybe Leonardo DiCaprio wanted it out there that he was dating a 27-year-old to stop all of the jokes? I mean, why else would his ex take it upon herself to pen an op-ed defending him as a boyfriend all of a sudden? I’m just saying: I won’t believe it until I see the two of them paddleboarding together off the Amalfi coast in blurry paparazzi shots.

DiCaprio’s first high-profile fling was reportedly with Naomi Campbell in the mid-’90s.

Leonardo DiCaprio and Naomi Campbell pose for a photo together in 2010.
Leonardo DiCaprio and Naomi Campbell in 2010. 

After being linked to model Bridget Hall and his “The Basketball Diaries” costar Brittany Daniels, DiCaprio’s first high-profile romance was reportedly with model Naomi Campbell. 

The two had a brief relationship that “quickly fizzled out,” per MetroUK, but remain friendly to this day. 

Kristin Zang walked the red carpet with DiCaprio at the 1996 Los Angeles premiere of “Romeo + Juliet.”

Leonardo DiCaprio and Kristin Zang hold hands on the red carpet in 1996.
Leonardo DiCaprio and Kristin Zang in 1996. 

The pair were photographed holding hands and laughing together during the event. 

According to Elle, DiCaprio and Zang dated for approximately two years, but the model later called things off due to DiCaprio’s “immaturity.” 

After his relationship with Zang ended, DiCaprio was spotted partying with several women.

Amber Valletta in 1997, Helena Christensen in 1997, Natasha Henstridge in 1996.
From L-R: Amber Valletta in 1997, Helena Christensen in 1997, Natasha Henstridge in 1996. 

According to a 1998 article in People, DiCaprio spent much of his time after his split with Zang out at clubs with friends and would-be girlfriends.

The actor reportedly enjoyed time with models Helena Christensen and Amber Valletta, and Canadian starlet Natasha Henstridge during nights out in 1997, but none of these flings led to a serious relationship

DiCaprio dated actress Bijou Phillips in 1998.

Bijou Phillips in 1998.
Bijou Phillips in 1998. 

According to a 2002 profile of Phillips (daughter of The Mamas and the Papas singer John Phillips), she and DiCaprio had a brief romance in 1998.

The “What’s Eating Gilbert Grape?” actor even reportedly helped Phillips secure a role in the 1999 film “Black and White.” 

Eva Herzigova and DiCaprio also reportedly had a brief romance in 1998.

Model Eva Herzigova in 1998.
Eva Herzigova in 1998. 

Per Elle, DiCaprio and Herzigova’s fling was never confirmed due to the fact that the model was married to Tico Torres, drummer for Bon Jovi, at the time. 

Gisele Bündchen dated DiCaprio from 2000 to 2005.

Leonardo DiCaprio and Gisele Bundchen in 2005.
Leonardo DiCaprio and Gisele Bündchen in 2005. 

As a 2009 Vanity Fair profile of Bündchen later revealed, the public’s attention given to her and DiCaprio’s relationship bordered on obsessive. After their breakup, Bundchen went on to marry football player Tom Brady. 

“Leo is a really wonderful person,” Bundchen said in the 2009 interview. “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.” 

DiCaprio went on to date model Bar Refaeli for several years.

Bar Refaeli and Leonardo DiCaprio sit courtside at a Los Angeles Lakers game in 2010.
Bar Refaeli and Leonardo DiCaprio in 2010. 

The couple’s romance lasted from 2005 to 2011, with a months-long break in 2009. During the six months that they were broken up, DiCaprio was rumored to have “wooed” Victoria’s Secret model Anne Vyalitsyna after they met in Spain. 

Blake Lively and DiCaprio had a short fling in 2011 after his break with Refaeli.

Blake Lively in 2011.
Blake Lively in 2011. 

Multiple tabloids reported that the pair had been spotted on DiCaprio’s yacht in Cannes, as well as in hotels together around the area

DiCaprio and Lively ended things after only a few months, and Lively began dating her now-husband Ryan Reynolds shortly thereafter.

DiCaprio was spotted with model Madalina Ghenea later in 2011.

Madalina Ghenea in 2011.
Madalina Ghenea in 2011. 

Ghenea reportedly spent time with DiCaprio while he was filming “The Great Gatsby” in Australia, but things between the two later fizzled out. 

Erin Heatherton and DiCaprio dated for ten months in 2012.

Erin Heatherton in 2012.
Erin Heatherton in 2012. 

According to Us Weekly, the two broke up in October 2012 due to scheduling. A source told the magazine that the duo’s “crazy” schedules made it difficult to maintain a relationship. 

DiCaprio subsequently began a relationship with Victoria’s Secret model Toni Garrn in May 2013.

Toni Garrn smiles for a photo during a red carpet event in 2014.
Toni Garrn in 2014. 

Their romance lasted for about a year, with the couple breaking up in 2014. Garrn and DiCaprio briefly reunited in 2017, although sources emphasized to E! News at the time that neither was looking for anything serious. 

The model later got engaged to actor Alex Pettyfer, tying the knot in 2020. Garrn and Pettyfer welcomed a daughter, Luca, together in July 2021. 

The “Titanic” actor then began a relationship with Kelly Rohrbach.

Leonardo DiCaprio and Kelly Rohrbach take in a match at the US Open in 2015.
Leonardo DiCaprio and Kelly Rohrbach at the US Open in 2015. 

DiCaprio and the Sports Illustrated model began dating in the spring of 2015 but were no longer together by early 2016.

Tabloids had a field day after DiCaprio and Rihanna were spotted at an event together in 2016.

Rihanna and Leonardo DiCaprio stand next to each other chatting during an event in 2016.
Rihanna and Leonardo DiCaprio attend the Levi’s Brand and RE/DONE Levi’s presents NEON CARNIVAL with Tequila Don Julio on April 16, 2016 in Thermal, California. 

Although the romance was never confirmed, the “Higher” singer and DiCaprio were reportedly spotted together multiple times throughout 2015 and were photographed together at an event in April 2016. 

It’s unclear what type of relationship DiCaprio and Rihanna actually had, if any. 

DiCaprio was also spotted with Laura Whitmore, Victoria Lee Robinson, and Georgia Fowler on separate occasions in 2016.

Laura Whitmore in a red dress during a photocall; Georgia Fowler in a black gown on the red carpet.
Laura Whitmore and Georgia Fowler in 2016. 

DiCaprio and ITV presenter Whitmore reportedly spent time together at a 2016 BAFTAs afterparty, and tabloids photographed the “Wolf of Wall Street” actor and model Victoria Lee Robinson leaving an afterparty for Justin Bieber’s tour together in May 2016. 

Around the same time, DiCaprio was spotted dancing with model Georgia Fowler during the Cannes Film Festival. 

Nina Agdal and DiCaprio then dated for about a year.

Model Nina Agdal poses in an orange gown during a red carpet event in 2016.
Nina Agdal in 2016. 

The couple were first spotted together in May of 2016 and took their first trip together (to Montauk, New York) in June of that year.

During their relationship, they traveled to Ibiza, French Polynesia, Cancun, and numerous other spots, but called it quits in May 2017. 

After his breakup with Agdal, DiCaprio was photographed with model Lorena Rae.

Lorena Rae walks down the street in a black tank top and black pants, carrying a small black bag.
Lorena Rae in 2017. 

The two reportedly got dinner together and visited MoMA PS1 (after spending time together abroad), but reps for DiCaprio subsequently told People that they “weren’t dating.” 

Camila Morrone and DiCaprio were together for approximately four years.

A side-by-side image of Leonardo DiCaprio, in a dark suit, and Camila Morrone, in a sheer black gown.
Leonardo DiCaprio and Camila Morrone in 2021. 

After sparking romance rumors in December 2017, the two spent time together in Colorado and Europe, where DiCaprio met Morrone’s mom, Lucila Sola. 

DiCaprio and Morrone attended the Oscars together in 2020 and rang in the New Year as a couple later on. 

More recently, they were spotted enjoying the beach together in Malibu in May, and later celebrated the Fourth of July there. 

In August, however, sources told People that the couple had split, and reps for both DiCaprio and Morrone didn’t immediately respond to Insider’s requests for comment.

Their breakup came just a couple of months after Morrone’s 25th birthday — causing many on Twitter to crack jokes about DiCaprio’s apparent tendency to only date women 25 and younger. 







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