The Definitive Timeline: Brad Pitt's 12 Most Iconic Girlfriends And His New Life With Ines De Ramon
Few Hollywood careers have been as scrutinized, celebrated, and dissected as that of William Bradley Pitt. For over three decades, the Oscar-winning actor has been the quintessential leading man, and his love life—a whirlwind of high-profile romances, iconic engagements, and two seismic marriages—has consistently dominated global headlines. From the moment he burst onto the scene in the late 1980s, his relationships have defined pop culture eras, leading to the creation of the legendary 'Brangelina' and 'Jen and Brad' narratives.
As of late 2024 and into 2025, the conversation has a fresh, compelling new focus: his serious, committed relationship with Swiss-born jewelry executive Ines de Ramon. Sources confirm the pair are not just "madly in love" but have recently taken the significant step of moving in together, marking a major milestone in the actor's post-divorce life and providing the first truly stable, long-term partnership since his split from Angelina Jolie.
The Complete Biography of Brad Pitt's Most Significant Partners
Brad Pitt's dating history is a timeline of Hollywood royalty and high-achieving women. While many rumors have swirled over the years, these women represent the most confirmed and significant relationships in his life, each leaving an indelible mark on his journey and the cultural landscape.
- Ines de Ramon (2022–Present): A Swiss-born jewelry executive and holistic wellness coach. She is the former wife of The Vampire Diaries actor Paul Wesley. Her relationship with Pitt is his first long-term, public romance since his divorce from Angelina Jolie, with reports in 2025 confirming they are living together.
- Angelina Jolie (2004–2016): An Oscar-winning actress, filmmaker, and humanitarian. Their relationship, which began after meeting on the set of Mr. & Mrs. Smith, became a global phenomenon known as "Brangelina." They married in 2014 and share six children. Their ongoing divorce and custody battle have been highly publicized.
- Jennifer Aniston (1998–2005): An Emmy and Golden Globe-winning actress, best known for her role as Rachel Green on Friends. They were married from 2000 to 2005, becoming one of Hollywood's most beloved and iconic power couples of the era.
- Gwyneth Paltrow (1994–1997): An Oscar-winning actress, businesswoman, and founder of the lifestyle brand Goop. They met on the set of Se7en and were engaged before splitting up. Pitt later called her "the love of my life for a long time."
- Juliette Lewis (1990–1993): An Oscar-nominated actress and musician. They dated for three years, having met while filming Too Young to Die? and later starring together in Kalifornia.
- Jill Schoelen (1989): An actress who starred in films like The Stepfather. Pitt and Schoelen were briefly engaged after meeting on the set of Cutting Class.
- Sinitta (1986–1988): A British-American singer and former pop star, best known for her 1980s hits. She was one of Pitt's earliest Hollywood romances, with their relationship spanning two years before his breakout fame.
A New Chapter: Brad Pitt and Ines de Ramon's Serious Commitment in 2025
After the tumultuous, years-long fallout from his divorce from Angelina Jolie, Brad Pitt has finally found a profound sense of stability and happiness with Ines de Ramon. Their relationship, which began quietly in late 2022, has steadily progressed into a serious partnership.
The couple was first spotted publicly in November 2022 and have since maintained a relatively private, yet clearly committed, romance. De Ramon, a successful jewelry executive, has been praised by sources for her low-key demeanor and her disinterest in the Hollywood spotlight, which is reportedly a major factor in Pitt's admiration for her.
In a significant development for the 61-year-old actor, reports in early 2025 indicated that the couple is now "fully living together," having moved into a new home. This move signifies a major step beyond casual dating, establishing De Ramon as his official, long-term partner. They have also been seen together at high-profile events, including a double date with Bradley Cooper and Gigi Hadid and the premiere of Pitt's F1 New York film, though they generally avoid red-carpet appearances together.
While the topic of a third marriage inevitably arises, sources close to the couple suggest that they are "going strong and are very committed" but are "not interested" in marriage at this time, preferring to focus on their shared life and future plans together.
The Golden Age Romances: From Engagements to Iconic Marriages
Before his current stability, Brad Pitt’s love life was a series of defining Hollywood moments. His relationships with Gwyneth Paltrow, Jennifer Aniston, and Angelina Jolie didn't just make headlines; they became cultural touchstones that defined the 1990s and 2000s.
Gwyneth Paltrow: The 'Se7en' Engagement
Brad Pitt and Gwyneth Paltrow were the epitome of 90s cool. They met on the set of the dark thriller Se7en in 1994, and their matching blonde haircuts and effortless style made them instant tabloid darlings. Their engagement in 1996 was a major event, but they split in 1997. Paltrow later reflected that she was too young at the time to marry the man who was considered one of the world's most desirable.
Despite the breakup, the two have maintained a friendly relationship, a testament to the respect they share. This early, high-profile engagement set the stage for Pitt's future as a serial monogamist and a star whose personal life was as famous as his film career.
Jennifer Aniston: Hollywood's Golden Couple
In 1998, Pitt began dating Friends star Jennifer Aniston. Their marriage in a lavish Malibu ceremony in 2000 was the celebrity wedding of the decade. They were the undisputed golden couple of Hollywood—a perfect blend of film and television stardom, with a wholesome image that captivated the public.
Their split in 2005 sent shockwaves through the entertainment world. The subsequent public interest in their relationship and the reasons for their divorce remains a topic of intense discussion, highlighting the powerful emotional investment the public had in their union. The subsequent years saw the development of a cordial, supportive friendship between the two, which has pleased many long-time fans.
Angelina Jolie: The Brangelina Phenomenon
The relationship that followed was perhaps the most culturally impactful of his life: his 12-year partnership with Angelina Jolie. They met while filming Mr. & Mrs. Smith, and the intense chemistry between the two was undeniable. Their relationship, dubbed "Brangelina," became a global brand, synonymous with humanitarian work, a large international family, and A-list stardom.
They married privately in 2014 but separated in 2016. The ensuing divorce and custody battle over their six children—Maddox, Pax, Zahara, Shiloh, Knox, and Vivienne—has been exceptionally lengthy and bitter, often overshadowing their professional achievements. The ongoing legal saga has been a focal point for media attention for nearly a decade, contrasting sharply with the quiet, mature stability Pitt has now found with Ines de Ramon.
The Full Circle: From Early Romances to Current Stability
Brad Pitt's journey through love is a microcosm of Hollywood history. His early relationships, like those with Sinitta and Juliette Lewis, were formative, allowing him to navigate the pressures of early fame.
His romantic history is not just a list of names; it's a testament to his consistent commitment to long-term relationships, a pattern of serial monogamy that has defined his adult life. The entities involved—from his co-stars in Thelma & Louise to his production company Plan B Entertainment—are all part of the same interconnected narrative.
Today, Brad Pitt seems to have found a grounded, mature partnership with Ines de Ramon. It’s a relationship built on privacy, mutual respect, and a shared desire for a life outside the relentless glare of the paparazzi, a significant and welcome change after the public intensity of his past marriages. This new chapter with the jewelry executive signals a focus on personal peace and a quiet future, far removed from the sensational Hollywood romances of his past.
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