Brad Pitt’s Rare Greece Outing Sparks New Romance Buzz

Brad Pitt and girlfriend Ines de Ramon were seen arriving at Athens airport on February 19, 2024, before traveling to the Greek island of Hydra, where Pitt is set to begin filming his next movie, The Riders. Their appearance has reignited speculation about Brad Pitt new romance as the pair keeps their private relationship low-key amid professional commitments.

The couple dressed comfortably yet with understated style for their travel. Pitt, 62, layered a cream bomber jacket over a sweater and T-shirt, pairing these with loose jeans, a baseball cap, and sunglasses. De Ramon, 33, wore beige pants, a long leather jacket, sunglasses, and carried a black leather Gucci travel bag.

Brad Pitt and Ines de Ramon first became linked in November 2022, but they have largely kept their relationship out of the public eye. Their initial public appearance as a couple occurred in July 2024, when De Ramon, who finalized her divorce from actor Paul Wesley earlier that year, accompanied Pitt to the Formula 1 British Grand Prix. Despite their high-profile outing, Pitt has dismissed suggestions that appearances like these are orchestrated to promote his projects, including his film F1, which is currently a contender for Best Picture at the 2026 Oscars.

No, dude, it’s not that calculated,

Pitt told GQ in May 2024.

If you’re living, oh my God, how exhausting would that be? If you’re living with making those kinds of calculations? No, life just evolves. Relationships evolve.

My personal life is always in the news,

he added.

It’s been in the news for 30 years, bro. Or some version of my personal life, let’s put it that way. It’s been an annoyance I’ve had to always deal with in different degrees, large and small, as I do the things I really want to do.

The actor’s relationship with public attention has changed significantly since his highly publicized separation from ex-wife Angelina Jolie in 2016. Pitt shares six children with Jolie: Maddox, 24; Pax, 22; Zahara, 21; Shiloh, 19; and twins Knox and Vivienne, 17. Reflecting on his current state of privacy, Pitt described his life as “fairly contained” and expressed comfort with the closeness he maintains with friends, family, and significant others.

It feels pretty warm and secure with my friends, with my loves, with my fam, with my knowledge of who I am that it’s like this fly buzzing around a little bit.

Early Relationships and Career Beginnings

Brad Pitt’s romantic history spans decades, beginning long before his Oscar-winning status. In the 1980s, he dated singer Sinitta intermittently over several years. She once joked about a potential couple nickname for them, suggesting Braditta.

Between 1987 and 1988, Pitt appeared as Randy, the boyfriend of actress Shalane McCall, on the TV series Dallas. There were rumors of a romance off-screen, but McCall married her longtime partner in 1989. Around this time, Pitt became engaged for the first time to actress Jill Schoelen, his co-star in Cutting Class. However, their relationship ended abruptly when Schoelen confessed feelings for the film’s director, a moment Pitt recalled with surprise and disappointment.

At this point I had $800 to my name and I spent $600 of it getting a ticket from Los Angeles to Hungary to see her,

Pitt shared in a 2011 interview with The Sun.

I got there, went straight to the set where she was filming and that night we went out to dinner. She told me that she had fallen in love with the director of the film. I was so shocked I said, ‘I’m outta here.’

Romance Amid Rising Fame

In early 1989, Pitt guest-starred on the sitcom Head of the Class alongside Robin Givens. At the time, Givens’ divorce from Mike Tyson was not yet finalized. Tyson later recounted a humorous story about encountering Pitt at Givens’ house, which became a memorable anecdote on late-night shows and interviews.

She drives up with the handsome Brad Pitt,

Tyson said during his 2012 one-man show on Conan.

I said, ‘aw man, I ain’t gonna get no p–sy, f–k.’

Comedian Andy Richter added,

Brad Pitt is the international symbol for that.

Reflecting on the encounter years later, Tyson stated on The Real in 2016,

I didn’t really catch them in the act—maybe before the act…He’s a really nice guy.

Also in 1989, Pitt briefly dated actress and singer E.G. Daily, whom he met during this period. Daily described Pitt as laid back and genuine, far from the stereotypical Hollywood persona.

He’s the kind of guy that would pick up and leave and drive his car just to get out of the city,

she told DailyMail.com in 2016.

Breakout Roles and Onscreen Chemistry

Pitt’s breakout success came with the 1991 film Thelma & Louise, where he played a charming hitchhiker opposite Geena Davis. Their offscreen connection reportedly extended beyond the screen, as Davis humorously recalled her distraction during Pitt’s audition.

I actually read with him first—there were five candidates for the role,

Davis told The Hollywood Reporter in 2014.

And then he came in—this is so embarrassing—but I got a little distracted during the scene, you know? I was forgetting my lines. I was like, ‘I’m totally screwing up this kid’s audition.’

Pitt also had a significant on- and off-screen relationship with Juliette Lewis. They played a dysfunctional couple in the 1990 TV movie Too Young to Die? and the psychological thriller Kalifornia (1993). Their real-life romance included Pitt accompanying Lewis to the Oscars in 1992 when she was nominated for her role in Cape Fear.

I still love the woman,

Pitt told Vanity Fair in February 1995.

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. The problem is, we grow up with this vision that love conquers all, and that’s just not so, is it?

Lewis later commented in 2010,

run into each other on and off and we say hello and that is really nice.

Notable Early Relationships and Hollywood Connections

In the mid-1990s, Pitt’s romantic life included his engagement to Gwyneth Paltrow, whom he met while filming Se7en in 1995. Pitt famously referred to Paltrow as his

angel, the love of my life

during his Golden Globe acceptance speech for 12 Monkeys in 1996, and they became one of the era’s most celebrated couples. However, their relationship ended in 1997 despite Paltrow’s earlier insistence on the seriousness of their commitment.

I take the institution extremely seriously. There are no divorces in my family either—and in his either, so this is not something—we’ve been together for quite some time, so this is not a rash decision,

Paltrow told Entertainment Tonight. Upon their breakup, she stated in 1998,

When two people aren’t supposed to be together, they’re not supposed to be together.

Years later, Paltrow reflected on her youthful perspective in a 2015 interview with Howard Stern.

I was such a kid, I was 22 when we met. It’s taken me until 40 to get my head out of my ass. You can’t make that decision when you’re 22 years old… I wasn’t ready, and he was too good for me.

She also revealed the impact of their breakup on her father:

My father loved him like a son.

and admitted,

I definitely fell in love with him. He was so gorgeous and sweet. I mean, he was Brad Pitt!

Following this, Pitt reportedly had a brief relationship with Claire Forlani, his co-star in Meet Joe Black, as they attended the Writers Guild Awards together.

Marriage and Divorce with Jennifer Aniston

Brad Pitt met Jennifer Aniston in 1998 during an arranged blind date, and their romance quickly gained public attention. Married in 2000, they represented Hollywood’s golden couple during the early 2000s. Pitt guest-starred on Friends in 2001, and Aniston publicly discussed their plans to start a family.

Absolutely it will happen but probably not for a while.

However, on January 8, 2005, they announced their formal separation, emphasizing in a statement that it was not due to tabloid speculation. Their divorce finalized in October 2005, with Aniston’s revealing Vanity Fair interview later becoming a landmark moment for celebrity breakup candor. Despite the past, they reportedly remain on good terms today.

Relationship with Angelina Jolie and Family Life

Brad Pitt’s relationship with Angelina Jolie began during the filming of Mr. and Mrs. Smith in 2004, despite Pitt still being married to Aniston at that time. The couple, known as “Brangelina,” eventually married in 2014 at their French chateau after a two-year engagement. Together, they raised six children: Maddox, Zahara, Shiloh, Pax, and twins Knox and Vivienne.

You get together and you’re two individuals and you feel inspired by each other, you challenge each other, you complement each other, drive each other beautifully crazy,

Jolie said in a 2014 interview with Elle.

After all these years, we have history—and when you have history with somebody, you’re friends in such a very real, deep way that there’s such a comfort, and an ease, and a deep love that comes from having been through quite a lot together.

Their relationship ended when Jolie filed for divorce on September 19, 2016, citing irreconcilable differences. The split led to an FBI investigation into an incident on a flight involving Pitt, though he was never charged. After a prolonged and often contentious legal battle, their divorce was finalized in late 2024.

Newfound Relationship with Ines de Ramon

Post-Jolie, Brad Pitt was linked to several women, including actress Alia Shawkat, jewelry designer Sat Hari Khalsa, and architecture professor Neri Oxman, though these connections were reportedly platonic. His current significant relationship is with Ines de Ramon, a jewelry company executive. Initially spotted together in November 2022, their relationship began quietly shortly after de Ramon separated from Paul Wesley earlier that year. Wesley filed for divorce in February 2023.

The couple’s appearances together have been intermittent but consistent, attracting attention without overt publicity. Their recent journey to Greece for Pitt’s film shoot has intensified public intrigue regarding Brad Pitt new romance, as they continue to maintain a reserved and low-profile relationship amidst Pitt’s busy career and personal life.

Brad Pitt’s private but persistent relationship with Ines de Ramon signals a new chapter for the actor, reflecting a mature, carefully navigated balance between fame, family, and personal connection. As filming on Hydra progresses, it remains to be seen how this relationship will unfold in the public eye and impact Pitt’s evolving journey.