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The Complete Timeline: 12 Women Brad Pitt Dated, From Early 90s Romances To His Serious 2025 Relationship

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Brad Pitt’s love life has been a subject of intense global fascination for over three decades, a narrative arc spanning explosive Hollywood power couples, secret engagements, and one of the most publicized divorces in history. As of late 2024 and early 2025, the Oscar-winning actor and producer has entered a new, notably more private chapter, cementing a serious relationship that has quietly evolved away from the tabloid frenzy.

This comprehensive list delves into the full timeline of Brad Pitt’s relationships, from the lesser-known flings of his early career to his two high-profile marriages and his current committed partnership with jewelry executive Ines de Ramon. The evolution of his romantic journey is a microcosm of his own transformation, moving from the heartthrob of the 90s to a mature, private figure in the 21st century.

William Bradley Pitt: A Brief Biographical Profile

To understand the man behind the headlines, one must first look at his roots. William Bradley Pitt was born on December 18, 1963, in Shawnee, Oklahoma, and was raised in Springfield, Missouri.

  • Full Name: William Bradley Pitt
  • Born: December 18, 1963 (Age 61 in 2025)
  • Birthplace: Shawnee, Oklahoma, U.S.
  • Occupation: Actor, Film Producer (Plan B Entertainment)
  • Education: Attended the University of Missouri (majored in journalism, left before graduating)
  • Major Awards: Two Academy Awards (one for acting, one for producing), two Golden Globe Awards, and a BAFTA Award.
  • Notable Films: Thelma & Louise, Se7en, Fight Club, Ocean’s Eleven, The Curious Case of Benjamin Button, Once Upon a Time in Hollywood.

Pitt's career took off after his breakout role in Thelma & Louise (1991), which immediately established him as a global sex symbol. This sudden fame brought his personal life into the spotlight, creating the media storm that would follow his relationships for decades.

The Early Hollywood Romances: 1980s to Early 1990s

Before the mega-stardom, Brad Pitt dated several co-stars and rising actresses, often leading to short-lived engagements that are now largely forgotten by the mainstream public. These relationships mark his formative years in Hollywood.

1. Sinitta (1988–1989)

The American-born British pop singer Sinitta was one of Pitt’s earliest high-profile relationships. She later described him as "beautiful" but admitted they were just "young and having fun." Their romance predated his major breakthrough role.

2. Jill Schoelen (1989)

Pitt met actress Jill Schoelen on the set of the horror film Cutting Class. Their relationship became serious quickly, leading to an engagement. However, Schoelen broke off the engagement while Pitt was in Budapest filming, marking one of his first major heartbreaks in the public eye.

3. Christina Applegate (1989)

This was a brief but memorable fling. Christina Applegate, then a star on Married... with Children, famously brought Pitt as her date to the 1989 MTV Movie Awards but left him halfway through the ceremony for another man, whose identity she has never fully revealed.

4. Juliette Lewis (1990–1993)

Pitt met Juliette Lewis on the set of Too Young to Die? (1990) when he was 27 and she was just 17. Despite the age difference, they were a major "it" couple of the early 90s, co-starring again in Kalifornia (1993). Their relationship lasted three years, a significant commitment for a young Hollywood star, and they even lived together.

The Engagements and Marriages: Mid-90s to 2016

The mid-90s saw Brad Pitt enter the phase of major, globally recognized relationships that defined his celebrity status for two decades. These were the unions that created "Brangelina" and the iconic "Brad and Jen."

5. Gwyneth Paltrow (1994–1997)

Pitt and Gwyneth Paltrow met while filming the thriller Se7en. They quickly became the epitome of 90s Hollywood glamour, known for their matching haircuts and public adoration. They were engaged in 1996, with Pitt famously calling her "the love of my life" during his Golden Globe acceptance speech. Their split in 1997 was a shock to the industry. Paltrow later credited Pitt with standing up for her during an incident with Harvey Weinstein.

6. Jennifer Aniston (1998–2005)

Brad Pitt and Jennifer Aniston began dating in 1998 after being set up on a blind date by their agents. Their marriage in 2000 was a massive, private affair in Malibu, and they became the quintessential American sweethearts. The couple’s divorce in 2005, following Pitt’s involvement with Angelina Jolie, became one of the biggest celebrity news stories of the decade, creating a cultural divide between "Team Jen" and "Team Angie."

7. Angelina Jolie (2004–2016)

The "Brangelina" era began when Pitt and Angelina Jolie met on the set of Mr. & Mrs. Smith (2004). Their relationship started amid the controversy of his divorce from Aniston, but they quickly became a global humanitarian and Hollywood power couple.

  • Relationship Timeline: Began dating in 2004, married in 2014, separated in 2016.
  • Children: They have six children together: Maddox, Pax, Zahara, Shiloh, Knox, and Vivienne.
  • The Split: Jolie filed for divorce in September 2016, citing irreconcilable differences, leading to a protracted and highly contentious legal battle over custody and their French winery, Château Miraval.

The Post-Divorce Era: Private Flings and New Commitments

Following his split from Angelina Jolie, Brad Pitt’s dating life became notably more private, with only a few brief, unconfirmed relationships making headlines. This period reflects a shift towards more low-key, discreet partnerships.

8. Nicole Poturalski (2020)

Pitt briefly dated German model Nicole Poturalski in the summer of 2020. The relationship was relatively short-lived but gained attention because they were reportedly spotted together at Château Miraval, the winery Pitt co-owns with Jolie. They had known each other for at least a year before the romance rumors surfaced.

9. Alia Shawkat (Unconfirmed)

Rumors circulated in 2019 and 2020 that Pitt was dating actress Alia Shawkat, known for her role in Arrested Development. However, Shawkat later confirmed in interviews that they were strictly platonic friends, often seen together due to their shared interest in art and the Los Angeles art scene.

10. Emily Ratajkowski (Unconfirmed)

In 2022, there were reports of Pitt briefly seeing model and actress Emily Ratajkowski. Sources suggested they were casually dating, but the relationship never evolved into anything serious or long-term, remaining a brief post-divorce connection.

Brad Pitt's Current Relationship: Ines de Ramon (2022–2025)

The most significant and current chapter in Brad Pitt’s dating history began in late 2022. This relationship has proven to be his most serious commitment since his divorce from Angelina Jolie.

11. Ines de Ramon: Who is Brad Pitt’s Current Girlfriend?

Ines de Ramon is a Swiss-born jewelry executive who works in the Los Angeles area. She was previously married to Vampire Diaries actor Paul Wesley, from whom she divorced in 2022.

  • Relationship Status (2025): They are in a serious, committed relationship.
  • Major Milestone: In late 2024, sources confirmed that Pitt and de Ramon were "fully living together," having moved into a new home, marking a significant step towards planning for the future.
  • Public Appearances: While they generally keep a low profile, they have been seen together at events like the F1 Grand Prix in July 2024 and made their red-carpet debut at the 2024 Venice Film Festival for the premiere of Pitt's film, Wolfs.

The relationship has been described as "going strong" and "very committed," with Pitt reportedly feeling a renewed sense of happiness and stability with de Ramon. This partnership signals a move away from the intense media scrutiny of his past marriages and towards a more stable, private life.

The Evolving Narrative of Brad Pitt’s Love Life

Brad Pitt’s dating history is a fascinating journey through Hollywood’s evolving landscape. From the fleeting co-star romances of the 80s and 90s to the two major, world-stopping marriages of the 2000s, his romantic life has consistently mirrored his superstar status.

Today, as he navigates his 60s, his relationship with Ines de Ramon represents a new, mature chapter. The fact that the couple is now living together and making plans for the future suggests a desire for a grounded, long-term partnership away from the intense public pressure that fractured his previous, high-profile unions. The current focus on stability and shared life milestones provides a fresh and compelling update to the enduring saga of one of Hollywood’s most iconic leading men.

brad pitt dated
brad pitt dated

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