Highlights
- Leonardo DiCaprio and Tobey Maguire have maintained a powerful friendship for decades.
- DiCaprio actively pursued a friendship with Maguire.
- A movie venture referred to as "Don's Plum," which starred DiCaprio and Maguire, led to tension between the 2 and the movie's director.
Titanic’s Leonardo DiCaprio and Spider-Man’s Tobey Maguire’s bromance has been going strong for decades now; an excellent feat given Tinseltown’s popularity for decimating even the closest of friendships.
The twosome first met back in the 80s, long before they shared the stage within the 1993 coming-of-age drama, This Boy's Life. Since then, they have got shared adventures on multi-million-dollar yachts, starred side by side in Baz Luhrmann's 2013 adaptation of F. Scott Fitzgerald's The Great Gatsby, and long past above and beyond to construct a friendship apparently impervious to the glitz and glamour of Tinseltown.
With such a long lasting bond, it’s slightly obvious that DiCaprio holds Maguire in extremely high regard. But may the believe between the two A-listers be so implicit that DiCaprio would possibility ruining one of his closest friends’ filmmaking career based totally solely on Maguire's word?
Leonardo DiCaprio And His Infamous Group Of Friends Starred In The Forgotten 90s Movie, Don’s Plum
Leonardo DiCaprio and Tobey Maguire were peers lengthy earlier than they both ascended to the dizzying heights of the Hollywood A-list. Though the 2 have been bumping into each other at auditions repeatedly from as early because the 80s, they could have by no means change into such shut pals were it now not for DiCaprio’s sheer determination to recruit Maguire into his inner circle.
"I literally jumped out of the car," DiCaprio told Esquire of his pursuit of Maguire in a 2014 interview. "I was like, 'Tobey! Tobey! Hey! Hey!' And he was like, 'Oh, yeah — I know you. You're... that guy.' But I just made him my pal. When I want someone to be my friend, I just make them my friend."
But Maguire wasn't the only potential A-lister DiCaprio had set his points of interest on. As his friendship with the Spider-Man superstar blossomed, DiCaprio moved to organize round himself a roving band of former kid stars and aspiring actors who'd turn into his surrogate circle of relatives for the next decade or so.
The workforce firstly comprised the likes of Lukas Haas, Harmony Korine, David Blaine, R.D. Robb, Jay Ferguson, and Kevin Connolly, but kept rising as DiCaprio willed. Among its lesser-known members was aspiring filmmaker Dale Wheatley, who fell in with the notorious posse shortly after relocating from Canada to Los Angeles.
Wide-eyed and thirsty for good fortune, it wasn't long prior to Wheatley satisfied DiCaprio and the remaining of the Posse to take part in a film challenge he hoped would kick-start his stalling filmmaking career.
Starring DiCaprio, Maguire, and other individuals of the posse, the venture, which in the end got here to be known as 'Don's Plum,' followed the exploits of a bunch of 20-somethings who rendezvoused at a diner each Saturday evening, dissecting their bold escapades with ladies in uncooked and unapologetic detail.
Tobey Maguire Was Not Happy With His Portrayal In Dale Wheatley's Don’s Plum
Originally meant to be a brief movie, the challenge used to be shot in about two days, leaving Leo with plentiful time to jet off to Florida to movie his 1996 drama, Marvin’s Room.
However, whilst the Titanic star used to be away, Dale Wheatley and his group of newbie filmmakers, which included David Stuntman and Tawd Beckman, managed to piece in combination 30 hours of further pictures and made up our minds to improve the challenge right into a feature movie.
“Nobody expected that shall we pull off the sort of film that deserves a full-on theatrical free up, a large festival run,” Wheatley would later say of the film in a 2019 interview with the New York Post. “We pulled it off, and you already know, we in spite of everything were given there.”
Though hesitant at first, DiCaprio ultimately came to visit to the speculation of turning the undertaking into a feature after Wheatley and his group controlled to drag together a screening at MGM Plaza. However, there was one member of the posse who wasn’t as thrilled with the movie’s sudden and sudden success; Tobey Maguire.
“Tobey Maguire believed ‘Don’s Plum’ would simply be a pile of cr*p, we weren’t going to succeed, Leo’s going to mention ‘no’ … however that’s no longer what took place,” Wheatley told The New York Post of the Spider-Man megastar in 2019. “There’s no option to make it forestall now except he creates a villain … and I am the mark for that.”
What followed was a somewhat explosive blowout at Dale Wheatley and R.D. Robb’s condo, where Maguire accused Wheatley and his crew of trying to take advantage of DiCaprio’s burgeoning megastar power to advance their careers.
“Tobey loses it and comes completely undone,” Wheatley recalled in a 1998 legal deposition according to Collider. “And he starts screaming, 'I would like Don's Plum to burn!' And it was once simply rage, pure unadulterated rage."
Did Tobey Maguire Really Cause A Falling Out Between Leonardo DiCaprio And One Of His Best Friends?
Not long after, the posse gathered once more, this time with DiCaprio in the mix. Once again, Maguire came out swinging, accusing Dale Wheatley and his team of attempting to stir a publicity nightmare for DiCaprio.
According to Wheatley, DiCaprio’s demeanor become increasingly more icy throughout the meeting, and it wasn’t lengthy ahead of he had his personal expletive-ridden blowout. "My f**king brokers run this town, they usually run Sundance and consider me that film's no longer gonna be in Sundance," the Titanic star allegedly declared according to Collider.
Not long after, Dale Wheatley's project, which had, mere weeks prior, attracted interest from heavy hitters like Miramax, was pulled from the Sundance Music Festival. With his filmmaking career floundering, Wheatley attempted to fight back with a $10 million lawsuit, only to be silenced by a settlement that banned the film from ever being shown in the US and Canada.
Years later, Wheatley has yet to resurrect his filmmaking career; a misfortune he blames solely on Maguire. “They weren’t the Pussy Posse, they were the bully posse. These guys are terribly intimidating with their power and their influence,” Wheatley later said of DiCaprio and Maguire in his 2019 interview with the New York Post. “Maguire destroyed my life. He destroyed my career. For the last 20 years I’ve been living in the rubble of the destruction that he created.”
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