Brad Pitt’s illustrious dating history reflects his status as a Hollywood icon, featuring several high-profile relationships. The Oscar-winning actor has shared romantic ties with numerous A-list celebrities, including his former spouses Angelina Jolie and Jennifer Aniston, ex-fiancée Gwyneth Paltrow, and previous girlfriends Juliette Lewis and Christina Applegate.
Pitt has openly challenged the accuracy of rumors surrounding his personal life, particularly concerning his relationships. In a December 2019 interview with The New York Times Magazine, he stated, “I stopped reading all press about 2004. Not just reviews. I mean any magazine in the doctor’s office.
Pitt and Juliette Lewis shared a deep connection, dating from 1989 to 1993, with Pitt describing their relationship as one of his greatest
Some of it would bounce around like a rat in the skull. It would stay there, and it would inform some of my decisions and choices in work, in life, and I didn’t find any of it helpful.” He further clarified, “I don’t go out of my way to avoid it; I just don’t seek it out. I don’t know how many women they’ve said I’ve been dating the last two or three years, and none of it’s true.”
Following a challenging split from Jolie, with whom he shares six children—Maddox, Pax, Zahara, Shiloh, and twins Vivienne and Knox—Pitt was linked romantically to Ines de Ramon, the ex-wife of actor Paul Wesley, beginning in 2022.
Here’s a comprehensive overview of Brad Pitt’s romantic endeavors, spanning from a reported fling with singer Sinitta in the 1980s to his latest connection with Ines de Ramon.
Sinitta
Pitt’s early romance with British pop star Sinitta lasted from 1986 to 1988. She reminisced in 2011 during I’m a Celebrity … Get Me Out Of Here! about their time together, describing him as “beautiful with the most amazing body.” Sinitta recalled, “He was fun, he was young and very sweet.
Some ardent fan gave me a slap when I came out of a supermarket over that relationship.” She humorously noted, “It was before he made Thelma & Louise, but even I saw that movie and thought, ‘Oh my God, what have I done?'”
Jill Schoelen
During the late 1980s, Pitt’s romance with actress Jill Schoelen blossomed after they met while filming the horror flick Cutting Class.
E.G. Daily
Voice actress Elizabeth “E.G.” Daily described a brief rebound romance with Pitt following his split from Schoelen in the E! True Hollywood Story. Daily characterized Pitt as “deep-souled” and “super cute,” expressing that their connection ran deep.
“I think he was intense about his work,” she shared. “What I could feel from him was a really strong, visceral drive towards something really big.” After their brief relationship, the two remained friends.
Robin Givens
Pitt and Robin Givens became close while filming Head of the Class, shortly after her separation from then-husband Mike Tyson. Tyson claimed in his memoir that he caught them together, but Givens denied having an affair with Pitt.
“I didn’t read the book, but I was told he says he caught us in bed, which never happened,” she clarified in a 2019 interview on Watch What Happens Live.
Christina Applegate
While filming Married … With Children, Christina Applegate remembered that Pitt, along with his former roommate Jason Priestley, would join her for barbecues. The two were spotted together several times, including at an Amnesty International event in 1988.
Pitt even accompanied Applegate to the 1989 MTV Movie Awards, although she left him for another date. During a 2015 segment on Watch What Happens Live, she refrained from disclosing the identity of the man she left him for, emphasizing that they didn’t date afterward.
Juliette Lewis
Pitt and actress Juliette Lewis were an item from late 1989 to 1993, starring together in films such as Kalifornia and Too Young to Die. Two years post-breakup, Pitt reflected fondly on their relationship, stating, “I still love the woman. There’s some real genius there.
I had a great time with her … It was one of the greatest relationships I’ve ever been in.” Lewis has expressed her reluctance to discuss her former partner, citing that much of the press surrounding her youth focused on her relationship with Pitt or her past struggles. “I’m 40. I quit all my bulls— at 22. There is growth. Get out of the past,” she stated in 2014.
Jitka Pohlodek
Pitt attended the premiere of Legends of the Fall in 1994 with model Jitka Pohlodek as his date. While they have both kept their brief relationship private, Pohlodek later described him as a “man who glows” in a 2000 interview.
Gwyneth Paltrow
Pitt met Gwyneth Paltrow while filming the 1995 thriller Se7en, describing her as his “angel” and “the love of [his] life” during his Golden Globes acceptance speech in 1996. The couple became engaged in December 1996 but split in June 1997, leaving Paltrow’s father devastated.
Despite their breakup, the two remained close friends, with Pitt expressing gratitude for their friendship in a 2022 conversation. Paltrow fondly recalled their initial meeting and proposal, reminiscing about the surprise and excitement of that moment.
Jennifer Aniston
In 1998, Pitt crossed paths with Jennifer Aniston. The couple got engaged in 1999 and married in Malibu on July 29, 2000, celebrating with a lavish wedding. However, in January 2005, they announced their separation, stating it was not a result of tabloid rumors.
Aniston filed for divorce that March, which was finalized by October. Over the years, they transitioned to a platonic friendship, with Pitt attending Aniston’s 50th birthday celebration in 2019. Despite occasional speculation about a rekindled romance, sources have clarified that they are not pursuing anything beyond friendship.
Angelina Jolie
Jolie and Pitt’s relationship began while filming Mr. & Mrs. Smith in 2003, although he was still married to Aniston at the time. Jolie described their connection as a developing friendship during filming that unexpectedly turned romantic.
Pitt’s marriage to Aniston ended in January 2005, and that summer, Jolie adopted Zahara, adding to her family, which already included Maddox. In 2006, they confirmed Jolie was pregnant with their first biological child, Shiloh. The couple expanded their family further with the adoption of Pax from Vietnam and the birth of twins Knox and Vivienne in 2008.
The couple became engaged in 2012, with their children encouraging the union. They married on August 23, 2014, in a private ceremony at their Château Miraval estate.
However, their relationship unraveled, and Jolie filed for divorce in September 2016. Both parties requested privacy during this difficult time, and while their divorce proceedings have continued, they were declared legally single by April 2019.
Neri Oxman
After his split from Jolie, Pitt was rumored to be dating MIT professor Neri Oxman in April 2018. Although she later denied any romantic involvement, she praised him, noting his contributions to cinema.
Nicole Poturalski
In the summer of 2020, Pitt was linked to model Nicole Poturalski, whom he had known for at least a year before romance rumors surfaced. The two were spotted together at a film festival party and later at Pitt’s Château Miraval. An insider remarked that Poturalski seemed to be a good match for the actor.
Through various relationships and experiences, Pitt’s romantic journey continues to evolve, reflecting the challenges of love and connection in the public eye.
