“We’re fans of our greatest competitors”: Leonardo DiCaprio, Who Still Dates Supermodel at 49, Still Shares a Special Bond With Tobey Maguire Despite How Different Their Lives Are

Leonardo DiCaprio and Tobey Maguire’s close friendship continues to grow stronger with time.

The Spider-Man star spilled the beans on their bond.

Tobey Maguire and Leonardo DiCaprio were among the bunch of actors who got their breakthrough in the 90s with many acclaimed performances.

DiCaprio starred in some of his most seminal work in the decade with films like What’s Eating Gilbert Grape, This Boy’s Life, and Romeo + Juliet.

He also delivered the biggest commercial hit of his career with 1997’s Titanic.

Leonardo DiCaprio and Tobey Maguire in The Great Gatsby | Warner Bros.

At the same time, Maguire was slowly improving his mettle as an actor in that era with films like Pleasantville, Ride with the Devil, and The Cider House Rules.

The two actors frequently met during auditions and developed a close bond that remains to this day.

Despite their differing lifestyles, the two stars share a common vision regarding how they approach their careers.

Tobey Maguire And Leonardo DiCaprio Are Bonded By Their Competitiveness And Like-Mindedness

The Great Gatsby stars have come a long way in their careers as well as their close friendship | Warner Bros.

Tobey Maguire and Leonardo DiCaprio have been best friends since the 90s and have starred together in multiple films including This Boy’s Life, Don’s Plum, and The Great Gatsby.

The two actors have always supported each other’s works also spending quality time together off-set.

They are one of the rare Hollywood friends that have stood the trials and tribulations brought on by the industry.

Every actor in the industry has faced competition and this can create some ego clashes and feuds that may not end well for the dynamic between them.

However, Maguire and DiCaprio have never felt threatened by each other’s work while being very competitive with their peers.

In an interview with The Guardian, Maguire opened up about their special bond and how they deal with competition.

The Spider-Man star revealed that their lives are very different but have the same attitude towards their careers.

They have always been compared and contrasted by the media but the two friends never see themselves that way.

While being very competitive people, they also joke about the very aspect of it and also cheer for their contemporaries whom the media may label as their competitors.

He said,

Our lives are very different.

We’re both really competitive people.

I think we have a lot of confidence in our own individual paths, so whether it’s with each other or other friends of ours, we root for them.

We’re fans of our greatest competitors.

We can joke with each other about competition but are supportive.

I have a whole bunch of friends like that.

I’m glad that’s the culture of my group.

The two have gone through a lot in their professional and personal lives.

However, they do not let any of that affect their friendship and they find ways to learn from each other.

They do not take fame and stardom too seriously and their bond is more about them getting to spend time together as close friends rather than comparing their work.

Tobey Maguire Didn’t Believe Leonardo DiCaprio Would Be Cast in This Boy’s Life

Leonardo DiCaprio and Robert De Niro in This Boy’s Life | Knickerbocker Films.

Leonardo DiCaprio made his big screen debut in 1993’s The Boy’s Life alongside Robert De Niro.

Another actor who would later become his close friend, Tobey Maguire was also among the actors auditioning for the film alongside DiCaprio.

The Titanic star was very casual about the audition process and was not serious about it as detailed by Maguire to Vanity Fair.

Maguire stated that DiCaprio was doing karate kicks in the hallway.

While The Departed star knew who De Niro was, he was not aware of his incredible body of work.

Maguire was shocked at how aloof he was about the whole thing and thought he wouldn’t be selected for the film.

He said,

He was doing karate kicks in the hallway.

He wasn’t serious at all.

Leo says, ‘De Niro . . . wasn’t he in Cape Fear? I said, ‘Are you fu*king kidding me, dude?’

DiCaprio eventually won the role of Tobias Wolff in This Boy’s Life and De Niro played his abusive father.

Maguire also starred in a supporting role as Tobias’ friend Chuck.

DiCaprio started to show his incredible range as an actor from his first film which received a 76% rating on Rotten Tomatoes.

Fans can watch This Boy’s Life on Apple TV+.