EXCLUSIVE: Leonardo DiCaprio, 47, and Gigi Hadid, 27, cozy up at party

PICTURE EXCLUSIVE: Leonardo DiCaprio, 47, and Gigi Hadid, 27, get cozy at a friend’s party in NYC as they’re seen together for FIRST TIME amid rumors of a blossoming romance… and he appears to break rule of not dating women over 25

  • Dicaprio, 47, and Hadid, 27, were seen together at a party on Saturday in New York City
  • The two appeared close, and DiCaprio put his hands on the model at times
  • Hadid would be the oldest woman the actor has dated, as none of his girlfriends have been over 25
  • He broke up with girlfriend Camila Morrone this summer shortly after she turned 25
  • The model would also be the first woman he has dated who has a child
  • Hadid shares two-year-old daughter Khai with her former partner Zayn Malik 

Leonardo DiCaprio has been pictured getting close to Gigi Hadid at a party in New York City on Monday.

The 47-year-old actor was pictured with the 27-year-old model for the first time since news or their reported romance broke, in exclusive photos obtained by DailyMail.com.

The pairing appears to be the first time the Oscar winner has ever dated a woman older than 25, and Gigi would also be the first woman he has dated who is a mother.

Photos snapped at the exclusive party, which was thrown at Casa Cipriani by Leo’s friends Richie Akiva and Darren Dzienciol in Manhattan’s Soho neighborhood, show the actor dressed in a black short-sleeve shirt and a black baseball cap while sporting his usual goatee.

Leo and Gigi — who wore a white crop top revealing her toned midriff, along with baggy jeans — could be seen leaning in close together as they tried to chat in the midst of the loud party.

New romance? Leonardo DiCaprio, 47, has been pictured getting close to Gigi Hadid, 27, at a party in New York City on Monday in photos obtained exclusively by DailyMail.com It was the first time they were pictured together since news that they are dating broke


New romance? DiCaprio previously dated the model-turned-actress Camila Morrone, but they broke up earlier this summer, shortly after she turned 25. Leo and Gigi have previously spent time together years earlier

The A-listers looked a little handsy, as the Once Upon A Time in Hollywood star appeared to put his hands on the catwalk star’s shoulders.

They even appeared to reach out together at one point, possibly to hold hands. 

Gigi and Leo weren’t afraid to get close to each other either, with Leonardo leaning in to speak next to Gigi’s ear, and she reciprocates at other times to be heard over the din.

The actor and climate activist’s reported romance with Gigi comes following reports in recent days that he has been pursuing her.

However, a source told Us Weekly last week that DiCaprio had ‘his sights set on Gigi,’ but ‘she doesn’t want to be romantic with [him] right now.’

Standard look: Photos snapped at the exclusive party, which was thrown at Casa Cipriani by Leo’s friends Richie Akiva and Darren Dzienciol in Manhattan’s Soho neighborhood, show the actor dressed in a black short-sleeve shirt and a black baseball cap while sporting his usual goatee

Intimate: He and Gigi — who wore a white crop top revealing her toned midriff, along with baggy jeans — could be seen leaning in close together as they tried to chat in the midst of the loud party

Touchy: They even appeared to reach out together at one point, possibly to hold hands

Low key: Gigi is seen Monday in a similarly casual look with her sister Bella on the Vogue World: New York show

Back in black: DiCaprio wears a similar all-back look with a black cap with Robert De Niro in May in Cap d’Antibes, France

An eyewitness first revealed to Us Weekly that Leo and Gigi had been seen together at the party in Soho, which served as an afterparty during New York Fashion Week.

The party was reportedly filled with celebrities, including Venus Williams, Irina Shayk (who walked with Gigi at the Vogue World: New York show on Monday), Carmelo Anthony and Ben Simmons.

Following the revelation that Leo may have broken his own dating rule, iconic singer Dionne Warwick took to her equally iconic Twitter page to tell the Titanic star: ‘I just heard about Leonardo DiCaprio’s 25 year rule. His loss. You don’t know what you’re missing.’ 

His dating patterns once again became a source of mockery for the actor after he and the model-turned-actress Camila Morrone split this summer after more than four years together.

The Daisy Jones And The Six actress had turned 25 in June, and the two reportedly split sometime prior to the news breaking, which led to numerous jokes on social media about Leo’s tendency to split from his girlfriends as they approach that dreaded number. 

The former couple had taken the big step of moving in together, but Camila was seen moving into a new apartment in Malibu afterward. 

Handsy: The A-listers even looked a little handsy, as the Once Upon A Time in Hollywood star appeared to put his hands on the catwalk star’s shoulders

Speaking up: Gigi and Leo weren’t afraid to get close to each other either, with Leonardo leaning in to speak next to Gigi’s ear, and she reciprocates at other times to be heard over the din

Moving fast: The actor and climate activist’s reported romance with Gigi comes following reports in recent days that he has been pursuing her. However, a source told Us Weekly last week that DiCpario had ‘his sights set on Gigi,’ but ‘she doesn’t want to be romantic with [him] right now’

Changes: Not only is Gigi 27, and likely the oldest woman he has dated, but she is also a mother, which is also apparently something new for him

Not only is Gigi 27, and likely the oldest woman he has dated, but she is also a mother, which is also apparently something new for him.

The sister of Bella Hadid shares a two-year-old daughter named Khai with her former partner Zayn Malik, 29.

She gave birth to the child in September 2020, and she split from the former One Direction singer in October in the wake of an altercation he had with her mother Yolanda Hadid.

He alleged shoved her against a dresser and shouted profanities at her at a Pennsylvania home where he and Gigi had been raising their daughter, which led him to be charged with four criminal counts of harassment, all of which he pleaded guilty to.

The singer was subsequently sentence to 360 days of community service — with 90 days for each charge — and he was also required to take anger management classes and attend an anti-domestic violence program.

The two separated shortly after his alleged assault of Yolanda, but they have continued to coparent their daughter, and Zayn even visits Gigi and Khai at the Pennsylvania home sometimes.


Having a laugh: Leonardo’s dating patterns once again became a source of mockery for the actor after he and the model-turned-actress Camila Morrone split this summer after more than four years together

As most of the women DiCaprio has dated have been in their early 20s, none of them have apparently been mothers prior to his connection with Gigi.

The actor has dated a bevy of other models, including Gisele Bündchen, Bar Refaeli and Nina Agdal, as well as actresses including Camila and Blake Lively.

Although Leo and Gigi’s relationship seems to have reached a new level, this isn’t the first time they have been spotted socializing in public, as Us Weekly reported that they partied together at an Art Basel Miami afterparty with her sister Bella and Kendall Jenner.

In July, the Django Unchained star was pictured with the Ukrainian model Maria Beregova, 22, on a trip to Saint-Tropez.

DailyMail.com revealed that Beregova had reverted to using her maiden name on the trip with DiCaprio after divorcing her husband Abdelhafid, 30 — whose grandfather had served Libyan dictator Colonel Muammar Gaddafi.

Old friends: Although Leo and Gigi’s relationship seems to have reached a new level, this isn’t the first time they have been spotted socializing in public, as Us Weekly reported that they partied together at an Art Basel Miami afterparty with her sister Bella and Kendall Jenner; seen in May in Cap d’Antibes, France

Leonardo DiCaprio’s Dating History

The Django Unchained star has famously made a habit of never dating any woman over the age of 25.

GISELE BUNDCHEN (1999-2004)

Gisele and Leonardo at the 2005 Academy Awards

 Leo’s first high-profile relationship was with the Brazilian model, who was 18 when the pair hooked up. She broke off the relationship five years later at the age of 23.

BAR REFAELI (2005-2010) 

Bar Refaeli

The actor’s relationship with Bar Refaeli ended after 5 years of dating – coincidentally the same time the Israeli model turned 25.

BLAKE LIVELY (2011)

Blake Lively and Ryan Reynolds

The current wife of Ryan Reynolds dated Leo for just one year – when she was 23. 

ERIN HEATHERTON (2012)

Erin Heatherton

The Victoria’s Secret Angel alum was just 22 when she dated DiCaprio in 2012.

TONI GARRN (2013-2014)

Toni Garrn

German-born model Garrn was just 21 when she and Leo broke up after two years of dating.

KELLY ROHRBACH (2015)

Kelly Rohrbach on the set of Baywatch

The Baywatch reboot star was 25 when she and DiCaprio dated from June until around December of 2015, with the break alleged to be a mutual decision

NINA AGDAL (2016-2017)

Nina Agdal and her ex Jack Brinkley Cook

 Things ended between Leo and the Danish swimsuit model after she hit 25 in 2017.

CAMILA MORRONE (2017–2022) 

Leo and Camila out and about in New York City in May 2018

Leo and the model-turned-actress began dating just months after his split from Nina Agdal. The were reported to be more serious than ever at the start of the coronavirus pandemic, but the two reportedly split over the summer of 2022.

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