1. Once Upon A Time In Hollywood (2019)
Once Upon A Time In Hollywood explores the beauty of Hollywood cinema in the 1970s. In the film, Brad Pitt portrays Cliff Booth, a stunt double for Rick Dalton (played by Leonardo DiCaprio). His outstanding portrayal of a rugged, captivating character earned Brad Pitt the Oscar for Best Supporting Actor.
The story is set in the Hollywood film capital in 1969, depicting the friendship between fading actor Rick Dalton (Leonardo DiCaprio) and his stunt double Cliff Booth (Brad Pitt), alongside rising star Sharon Tate (Margot Robbie). The film unveils the harsh realities of the industry.
Amidst significant nominations at the 2020 Golden Globes, Once Upon A Time In Hollywood impressed audiences and secured prestigious awards, including Best Motion Picture - Musical or Comedy, Outstanding Screenplay, and Best Supporting Actor for Brad Pitt.
Brad Pitt also won his first Oscar for Best Supporting Actor in 25 years, with four previous nominations.
Genre: Drama, Comedy
Director: Quentin Tarantino
Duration: 161 minutes
Cast: Leonardo DiCaprio, Brad Pitt, Margot Robbie


2. Se7en - Seven Deadly Sins
Se7en, a gripping crime thriller directed by the masterful David Fincher, stands as the ultimate crime film of all time. Starring A-list actors including Brad Pitt, Morgan Freeman, Gwyneth Paltrow, and Kevin Spacey, the movie not only achieved commercial success but also garnered widespread critical acclaim.
As a renowned masterpiece in the detective genre by David Fincher, Se7en leaves viewers spine-chilling as it revolves around a series of murders, each representing one of the seven deadly sins: gluttony, greed, sloth, lust, pride, envy, and wrath. Brad Pitt takes on the role of David Mills, a young and passionate detective, leading the investigation. His emotionally charged performance, coupled with the outstanding psychological twists, contributed significantly to the film's immense success.
David Mills (Brad Pitt) and William Somerset (Morgan Freeman) work together to investigate a series of serial killings. Over time, they realize that the victims are being murdered based on the concept of the 'seven deadly sins' according to Christian beliefs.
Brad Pitt received high praise for his portrayal of the young and impulsive police officer. The actor brilliantly embodies the image of a reckless cop, prone to mistakes, with many moments of remarkable emotional transformation.
Genre: Crime, Action
Director: David Fincher
Duration: 127 minutes
Cast: Brad Pitt, Gwyneth Paltrow, John C. McGinley, Julie Araskog


3. Legends of the Fall - A Tale of Autumn
Legends of the Fall, a film produced in 1994 based on the novel of the same name by Jim Harrison, directed by Edward Zwick, starring Brad Pitt, Anthony Hopkins, Aidan Quinn, Julia Ormond, Henry Thomas, and the bear Bart. Despite high praise from both audiences and critics, the film did not succeed as expected, only achieving an Oscar for Best Cinematography.
The storyline follows the three sons of Colonel Ludlow. The eldest son, Alfred, matured early, always responsible and cautious. The youngest son, Samuel, though simple, is knowledgeable and always looked after by his two brothers. Tristan, the middle son, is a wild, handsome, rebellious, courageous, and confident individual. He learned the ancient customs of the Native Americans.
The family lives happily together until the arrival of Susannah, the unmarried wife of Samuel. At the same time, the war begins to erupt again, changing the fate of the three brothers.
Brad Pitt delivered an outstanding performance as Tristan, leaving an unforgettable impression on the audience. This role earned him a nomination for the Golden Globe.
Genre: Romance
Director: Edward Zwick
Duration: 133 minutes
Cast: Brad Pitt, Anthony Hopkins, Aidan Quinn, Julia Ormond


4. Fight Club
Fight Club, based on the novel by Chuck Palahniuk, features stars like Brad Pitt, Edward Norton, and Helena Bonham Carter. Brad Pitt shines once again in this film.
In the movie, Brad Pitt plays Tyler Durden, a soap-selling businessman with a suave appearance and a carefree personality. During a plane journey, Tyler Durden meets the narrator (played by Edward Norton). The two decide to form a 'Fight Club' - a place where every man engages in bare-knuckle fights to forget about life. However, Tyler Durden's plans don't stop there.
Fight Club is a work of David Fincher bringing together performances from major actors like Brad Pitt, Edward Norton, and Helena Bonham Carter. Brad Pitt portrays Tyler Durden, a soap-selling businessman with a handsome exterior but a somewhat indifferent and carefree personality. He is one of the individuals who discovers Fight Club - a place where many other men are enjoying entertainment through violence.
Genre: Drama
Duration: 139 minutes
Director: David Fincher
Cast: Brad Pitt, Edward Norton, Helena Bonham Carter


5. Twelve Monkeys
Twelve Monkeys is a sci-fi time-travel fantasy starring Bruce Willis, Amanda Schull, and Brad Pitt. Despite playing a supporting role, Brad Pitt delivers one of his finest performances in this cinematic journey. His portrayal earned him a Golden Globe and a prestigious Oscar nomination.
The movie follows James Cole (Bruce Willis), a prisoner serving time in an underground facility. In a world ravaged by a severe pandemic, Cole agrees to travel back in time to uncover the origin of the deadly virus in hopes of reducing his sentence.
With its innovative plot and mind-bending twists, the film's success is attributed to the professional performances of the cast, including stars Bruce Willis and Brad Pitt. Pitt, playing the eccentric Jeffrey with quirky dialogues and mannerisms, leaves a lasting impact on his acting career and resonates through time.
Genre: Mystery, Sci-Fi, Thriller
Duration: 129 minutes
Director: Terry Gilliam
Cast: Brad Pitt, Bruce Willis, Madeleine Stowe


6. Legendary Hero in Troy – Troy
The summer of 2004 witnessed the release of the epic historical war film, Troy, a cinematic masterpiece. The movie brought together an ensemble cast of A-list Hollywood actors, featuring Brad Pitt as Achilles, Eric Bana as Hector, Orlando Bloom as Paris, and Diane Kruger as Helen.
The plot unfolds around the war between Prince Paris of Troy and King Menelaus of Mycenae. Enamored by love, Paris entices Helen, the wife of King Menelaus, to Troy. Incensed, King Menelaus persuades his brother Agamemnon to lead an army against Troy.
Troy, with its colossal budget, catapulted Brad Pitt to A-list stardom globally. The narrative revolves around the conflict between Paris of Troy and King Menelaus of Mycenae. A war erupts due to the passion and seduction of Helen, drawing her to Troy with Prince Paris.
Infuriated, Helen's husband persuades his brother Agamemnon to wage war on Troy. With Brad Pitt portraying the formidable Achilles, the film becomes a grand spectacle filled with numerous captivating and intense moments.
Agamemnon successfully lures Achilles into his plan. They rally their allied city-states and mobilize over 1,000 ships to prepare for the assault on Troy. The ensuing battle is fierce and devastating, solidifying Troy, starring Brad Pitt, as a global box office phenomenon in 2004.
Genre: Drama, Epic
Duration: 163 minutes
Director: Wolfgang Petersen
Cast: Brad Pitt, Eric Bana, Orlando Bloom


7. Eleven Masterminds – Ocean’s Eleven
Ocean’s Eleven is part of a blockbuster series that left a lasting impression, especially the first installment in 2001, along with Ocean’s Twelve (2004) and Ocean’s Thirteen (2007). With a fresh plot and an all-star cast, this film became a phenomenon in the early 21st century.
The story kicks off when master thief Danny Ocean (George Clooney) is released from prison ahead of time. He immediately sets out to execute an ambitious plan—this time targeting the vaults of the three biggest casinos in Las Vegas. Ocean recruits and assembles a team of 11 specialists. Together, they must find a way to outsmart the modern, stringent security systems of the casinos.
Ocean’s Eleven blends the essence of the 1960s with a modern filmmaking atmosphere, allowing the main cast to shine in their roles. In the movie, Brad Pitt plays Rusty Ryan, one of the 11 extraordinary individuals responsible for robbing the vaults of the three largest casinos in Las Vegas. With his charismatic and cunning performance, combined with other outstanding actors, the film became a major phenomenon at the beginning of the 21st century.
In the film, Brad Pitt portrays Rusty Ryan, one of the 11 masterminds of the heist.
Genre: Crime, Thriller
Duration: 116 minutes
Director: Steven Soderbergh
Cast: Brad Pitt, George Clooney


8. The Enigmatic Tale of Benjamin Button - The Curious Case of Benjamin Button
The Extraordinary Tale of Benjamin Button is based on a short story of the same name by American writer F. Scott Fitzgerald, published in 1922. The film combines elements of fantasy, reminiscence, psychology, and romance, offering viewers a range of emotions.
In another collaboration with director David Fincher, the charismatic Brad Pitt and Cate Blanchett turn The Curious Case of Benjamin Button into one of the most fantastic films of the century, blending elements of fantasy, reminiscence, psychology, and romance. In the film, Brad Pitt takes on the role of Benjamin, a man with a biological cycle opposite to the norm. Benjamin Button is also one of Brad Pitt's most successful roles, earning him an Oscar nomination for Best Actor.
Benjamin is born in the appearance of an old man. His mother dies, and Benjamin is abandoned by his father at the doorstep of a nursing home. Later, Benjamin is adopted by a staff member of the home and considered as a son.
Benjamin encounters and develops a romantic relationship with Daisy (Cate Blanchett). However, their love is repeatedly interrupted due to Benjamin's unusual appearance. Finally, after many years, Benjamin departs in the form of a newborn baby in the arms of Daisy, who has now become an old woman.
Brad Pitt's film creates a significant impact and succeeds in terms of box office revenue. It also brings Brad Pitt and director David Fincher two prestigious Oscar nominations for Best Actor and Best Director.
Genre: Drama, Fantasy, Romance
Duration: 166 minutes
Director: David Fincher
Cast: Brad Pitt, Cate Blanchett, Taraji P. Henson


9. Mr & Mrs Smith - Smith's Couple
Just a year later, Brad Pitt continues to appear in another blockbuster. It's the film Smith's Couple, co-starring with actress Angelina Jolie. This action-packed romance is the beginning of the long-lasting romance between Brad Pitt and Angelina Jolie.
One of the films that brought together the famous Hollywood couple - Brad Pitt and Angelina Jolie - is Mr & Mrs Smith. The film tells the story of a couple of assassins belonging to different organizations, actually pretending to be married but also trying to assassinate each other by all means.
Mr & Mrs Smith tells the story of a couple of assassins belonging to different organizations. Initially, they love and marry each other but hide their professions. Then, on a mission, both spouses realize that their opponent is the one they share a bed with.
From then on, they begin to investigate each other. Their lives also change as they are always suspicious of each other. Later, both organizations, wanting to keep their secrets hidden, send people to eliminate the couple. They join forces to defeat the assassins who want to plot against them.
Brad Pitt and Angelina Jolie delivered a fantastic performance, portraying the internal transformations of two assassins who don't trust each other. Moreover, the couple contributed numerous spectacular action, fight, and shooting scenes for the audience.
Genre: Action, Comedy, Crime
Duration: 120 minutes
Director: Doug Liman
Cast: Brad Pitt, Angelina Jolie, Adam Brody




