The Two Explosive Movies That United Margot Robbie And Leonardo DiCaprio (Plus The Shocking Audition Story)

The on-screen pairing of Margot Robbie and Leonardo DiCaprio represents a fascinating collision of Hollywood eras, talent, and star power. As of the current date, December 12, 2025, these two cinematic titans have shared the screen in exactly two major motion pictures, each helmed by an iconic director. Their collaborations, while few, are defined by an intense, volatile chemistry that has captivated global audiences and cemented their status as two of the most compelling actors of their generation. The rarity of their joint projects only adds to the mystique, making each film a landmark event in modern cinema.

From the opulent, high-stakes drama of a Wall Street biopic to the sun-drenched, nostalgic backdrop of 1969 Los Angeles, the roles played by Robbie and DiCaprio showcase their incredible range. Their professional relationship began with a shocking, unscripted moment that launched Robbie's career into the stratosphere and continued with a more nuanced, yet equally impactful, collaboration years later. This is a deep dive into the two defining films that brought Margot Robbie and Leonardo DiCaprio together, exploring the behind-the-scenes stories, critical reception, and the enduring legacy of their on-screen dynamic.

Margot Robbie and Leonardo DiCaprio: A Dual Hollywood Profile

To fully appreciate the gravity of their collaborations, it is essential to understand the individual star trajectories of these two A-list actors. Their combined influence has resulted in billions of dollars at the global box office and numerous industry accolades.

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Margot Robbie: Biography and Career Highlights

• Full Name: Margot Elise Robbie
• Born: July 2, 1990, in Dalby, Queensland, Australia
• Early Career: Gained prominence on the Australian soap opera Neighbours (2008–2011).
• Breakout Role: Naomi Lapaglia in The Wolf of Wall Street (2013).
• Key Roles & Entities: Harley Quinn (in the DCEU films like Suicide Squad and Birds of Prey), Tonya Harding (I, Tonya), Sharon Tate (Once Upon a Time in Hollywood), and Barbie (Barbie).
• Accolades: Has received nominations for three Academy Awards, four Golden Globe Awards, and six BAFTA Awards, establishing her as a formidable actress and producer through her company, LuckyChap Entertainment.

Leonardo DiCaprio: Biography and Career Highlights

• Full Name: Leonardo Wilhelm DiCaprio
• Born: November 11, 1974, in Los Angeles, California, U.S.
• Early Career: Began his career in the early 1990s, earning an Oscar nomination for What's Eating Gilbert Grape (1993).
• Iconic Role: Jack Dawson in the global phenomenon Titanic (1997).
• Key Collaborators & Entities: Known for his long-standing partnership with director Martin Scorsese, starring in films like Gangs of New York, The Aviator, The Departed, and Shutter Island.
• Accolades: An Academy Award winner for Best Actor (The Revenant), a three-time Golden Globe Award winner, and a highly influential environmental activist.

The First Cinematic Explosion: The Wolf of Wall Street (2013)

The first and most intense collaboration between Margot Robbie and Leonardo DiCaprio came in Martin Scorsese’s high-octane black comedy, The Wolf of Wall Street. The film is a biographical exploration of the life of stockbroker Jordan Belfort, played by DiCaprio, and his descent into a world of rampant corruption, excess, and fraud. Robbie played Naomi Lapaglia, Belfort’s second wife, a Brooklyn bombshell whose arrival in his life signals a dramatic shift in his moral compass.

The Unscripted Audition That Changed Everything

The chemistry between the two leads was palpable, stemming from an extraordinary moment during Robbie's audition. The scene called for Naomi and Jordan Belfort to have a volatile argument. Feeling that the scene wasn't capturing the necessary intensity, and despite the director calling for a wrap on the scene, Robbie made a bold, unscripted choice: she slapped DiCaprio hard across the face.

This shocking act immediately grabbed the attention of both DiCaprio and Scorsese, who instantly knew they had found their Naomi. The sheer audacity and raw power of the slap demonstrated the ferocity Robbie could bring to the role, securing her place in the film and launching her into the Hollywood elite. This pivotal moment is a testament to the risks actors take to embody a character and create genuine, unforgettable on-screen tension.

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A Commercial and Critical Juggernaut

The film was a massive commercial success, grossing over $407 million worldwide, making it the highest-grossing film of Martin Scorsese's illustrious career. It was nominated for five Academy Awards, including Best Picture, Best Director (Scorsese), and Best Actor (DiCaprio). The critical reception was largely positive, praising the film's energetic pace, satirical edge, and the magnetic performances of the ensemble cast, which also included Jonah Hill and Matthew McConaughey. Even today, the film remains a cultural touchstone, with the intense, often explicit scenes between DiCaprio’s Jordan and Robbie’s Naomi being the subject of endless discussion and analysis.

A Subtle Reunion: Once Upon a Time in Hollywood (2019)

Six years after the explosive drama of Wall Street, the two stars reunited for Quentin Tarantino’s ninth feature film, Once Upon a Time in Hollywood. This time, the dynamic was vastly different, showcasing a more artistic and thematic connection rather than a direct, volatile relationship.

Separate but Parallel Storylines

In this film, Leonardo DiCaprio plays Rick Dalton, a fading television actor struggling to transition to film, and Margot Robbie plays the real-life actress Sharon Tate, the wife of director Roman Polanski. While both actors are billed as leads alongside Brad Pitt (as Cliff Booth), their characters share almost no direct scenes together. Robbie’s Sharon Tate represents the vibrant, hopeful future of Hollywood, a stark contrast to DiCaprio’s Rick Dalton, who embodies the industry’s past and its anxieties about obsolescence.

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Robbie's performance as Sharon Tate is less about dialogue and more about presence, capturing the essence of the late actress's innocence and joy. Her scenes often portray simple, beautiful moments—like watching her own film in a movie theater—which serve as the emotional heart and thematic anchor of the film. DiCaprio’s performance as Rick Dalton, a career high for the actor, is a masterclass in vulnerability and self-doubt. The two characters exist in the same 1969 Los Angeles, their paths running parallel but rarely intersecting, a deliberate choice by director Quentin Tarantino to emphasize the different worlds they inhabit.

Critical Acclaim and Oscar Glory

Once Upon a Time in Hollywood was a critical darling and a significant box office success, grossing $374 million worldwide. The film received ten Academy Award nominations, winning two: Best Supporting Actor for Brad Pitt and Best Production Design. Critics praised Tarantino's nostalgic vision, the intricate plotting, and the stellar performances from the core trio. The movie’s success reaffirmed DiCaprio’s status as a leading man and further solidified Robbie’s versatility, proving her ability to excel in both high-profile blockbuster roles and nuanced, character-driven dramas.

The Enduring Legacy of the DiCaprio-Robbie Dynamic

The two films starring Margot Robbie and Leonardo DiCaprio, though distinct in style and narrative, share a common thread: they both required actors of immense charisma and talent to portray complex, larger-than-life figures. In *The Wolf of Wall Street*, their chemistry was a raw, sexual, and combative force, essential for selling the unhinged relationship between Jordan Belfort and Naomi Lapaglia.

In contrast, *Once Upon a Time in Hollywood* utilized their star power in a more symbolic way. The film is a meta-commentary on the industry, and having two of the world's biggest stars—Robbie, the new Hollywood royalty, and DiCaprio, the established veteran—in the same frame, even without direct interaction, created a powerful sense of cinematic history and topical authority. The anticipation for a third collaboration remains high among fans and industry observers, hoping to see what new dimension these two powerhouse actors might explore next.

For those looking to revisit their explosive debut, The Wolf of Wall Street continues to find new audiences, with its return to major streaming platforms like Netflix in December 2025 ensuring its legacy endures as a defining movie of the 2010s. Whether they are battling each other in a luxurious bedroom or existing in parallel universes in a Quentin Tarantino epic, the joint filmography of Margot Robbie and Leonardo DiCaprio is a small but essential chapter in modern Hollywood history.