Leonardo DiCaprio, 48, and Tobey Maguire, 47, spend several hours in a Los Angeles bar together

Leonardo DiCaprio, 48, and BFF Tobey Maguire, 47, enjoy night on the town at an LA bar… days after Titanic star took new love Gigi Hadid, 27, out to dinner

Leonardo DiCaprio and longtime pal Tobey Maguire enjoyed a night out at a Los Angeles bar on Tuesday. 

The 48-year-old Titanic actor donned a black shirt, black jacket and black ball cap as he left the establishment. He accessorized with a thin gold necklace. 

His 47-year-old Spider-Man star companion wore a gray hat, long sleeve black shirt and matching trousers. 

Hanging out: Leonardo DiCaprio and longtime pal Tobey Maguire enjoyed a night out at a Los Angeles bar on Tuesday

Hanging out: Leonardo DiCaprio and longtime pal Tobey Maguire enjoyed a night out at a Los Angeles bar on Tuesday

The Great Gatsby co-stars hopped into Maguire’s car at the end of the night and headed for home. 

DiCaprio and Maguire have been friends for more than 30 years, first meeting while auditioning for a Parenthood spin-off show back in 1990. 

The dynamic duo have been known to party together throughout the years and make up part of a friend group of womanizing stars featuring Entourage’s Kevin Connolly, David Blaine, Lukas Haas and others referred to by media outlets as the ‘P*ssy Posse.’ 

Heading home: The Great Gatsby co-stars hopped into Maguire's car at the end of the night and seemed headed for home

Heading home: The Great Gatsby co-stars hopped into Maguire’s car at the end of the night and seemed headed for home

Longtime friends: DiCaprio and Maguire have been friends for more than 30 years, first meeting while auditioning for a Parenthood spin-off show back in 1990 (pictured 2017)

Longtime friends: DiCaprio and Maguire have been friends for more than 30 years, first meeting while auditioning for a Parenthood spin-off show back in 1990 (pictured 2017)

Infamous friend group: The dynamic duo have been known to party together throughout the years and make up part of a friend group of womanizing actors (pictured 2009)

Infamous friend group: The dynamic duo have been known to party together throughout the years and make up part of a friend group of womanizing actors (pictured 2009)

The Wolf of Wall Street actor was spotted with rumored new love 27-year-old Gigi Hadid at a New York hotspot on Sunday night. 

The Oscar winner wore his signature black LA Dodgers cap as he exited Cipriani separately from the Vogue cover star. 

Gigi flashed her abs in a black crop-top, teamed with flared trousers and a black leather jacket, as she attempted to conceal her famous face with a blue scarf.

Her locks were pulled back into a chic updo and the mother-of-one sported a radiant palette of make-up. 

Dinner date: The Wolf of Wall Street actor was spotted with 27-year-old Gigi Hadid at a New York hotspot on Sunday night (Gigi pictured November 7, 2022)

Dinner date: The Wolf of Wall Street actor was spotted with 27-year-old Gigi Hadid at a New York hotspot on Sunday night (Gigi pictured November 7, 2022)

The pair were also reportedly seen hanging out with Gigi at a lavish Halloween bash in NYC.

Page Six reports the actor and the supermodel both attended Circoloco’s Halloween soiree at the Brooklyn Navy Yard, arriving via party bus with Gigi’s sister Bella, model Irina Shayk and art dealer Helly Nahmad.

A source told the publication: ‘Leo wore a [scary] mask most of the night unless he was drinking, The group got bottle service.’

They added that Leonardo’s mask was  ‘half monster, half zombie’ – with other stars in attendance including Stella Maxwell, New York Yankees star Giancarlo Stanton and Doctor Who actor Matt Smith.

DailyMail.com contacted representatives for Leonardo DiCaprio and Gigi Hadid for comment. 

 Leonardo has previously opted for creative Halloween costumes to hide his famous face, in 2018 he donned a bizarre clown mask, and in 2021, dressed as a  ‘100-year-old man’.   

Leo was pictured with Gigi for the first time since news of their reported romance broke, in exclusive photos obtained by DailyMail.com in September. 

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.

Following the leaking of the new pictures, a source close to the couple said while they are dating, they are ‘taking it slow,’ according to Page Six.

Dating out of his type? 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 (pictured 2020)

Dating out of his type? 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 (pictured 2020)

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