Brad Pitt has been the world's most scrutinized leading man for nearly forty years. It's a lot. Every time he grabs a coffee with a woman or stands too close to a co-star at a premiere, the internet sets itself on fire. We’ve seen the marriages, the messy divorces, and the "matching hair" phases that launched a thousand memes.
But honestly? The Brad Pitt ex girlfriends list is way more than just Jennifer Aniston and Angelina Jolie. Before he was an Oscar winner with a vineyard, he was just a guy from Missouri trying to find his footing in Hollywood. He dated pop stars, scream queens, and co-stars that the public has mostly forgotten.
If you think you know his history, you're probably missing the early stuff. The heartbreak. The three-month engagement that ended in a Hungarian phone booth. It’s a wild ride.
The Early Years: Pop Stars and Scream Queens
Before the world knew him as a heartthrob, Brad was dating British pop sensation Sinitta. This was the mid-80s. She recently described him as "beautiful with the most amazing body," which, yeah, obviously. They were together for about two years. It was sweet, it was young, and it was long before he was a household name.
Then things got a bit more "Hollywood."
Around 1988, he was linked to Robin Givens. This one is legendary because of Mike Tyson. In his memoir, the boxer claimed he actually caught Brad and Robin together in a car while the two were still technically a thing. Talk about high stakes for a young actor.
The Jill Schoelen Heartbreak
Most people don't realize Brad Pitt was engaged way before Jennifer Aniston. He met Jill Schoelen on the set of Cutting Class in 1989. They were engaged for three months. It ended brutally. He flew all the way to Hungary to see her while she was filming, only for her to tell him she’d fallen for the director.
He was broke. He had almost no money left for a hotel. He spent the night on a bench. That’s the kind of ego-bruising stuff you don't expect from a future Sexiest Man Alive.
The MTV Date Gone Wrong
In 1989, he took Christina Applegate to the MTV Movie Awards. She was the "it girl" from Married... with Children. Halfway through the night, she ditched him for another guy. She’s never publicly said who the mystery man was, but imagine being the guy who got picked over Brad Pitt. That’s a lifetime of bragging rights.
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The Era of the Co-Star
Brad has a thing for falling in love on set. It’s a pattern. Basically, if he’s playing your boyfriend on screen, there’s a 50/50 chance it’s happening IRL.
- Juliette Lewis (1989-1993): They met on Too Young to Die? when she was just 16 and he was 26. They lived together for three years. Brad later called it one of the greatest relationships he'd ever been in.
- Geena Davis (1991): His former roommate, Jason Priestley, let the cat out of the bag on this one. Apparently, their chemistry in Thelma & Louise wasn't just acting. They reportedly had a secret fling after filming wrapped.
- Jitka Pohlodek (1994): A Czech model he dated briefly. She was his date to the Legends of the Fall premiere, but the relationship fizzled out quickly.
The Gwyneth Paltrow Years
Then came the "matching haircuts" era. Brad and Gwyneth Paltrow were the ultimate 90s power couple. They met on the set of Se7en in 1994. He called her the "love of his life" at the Golden Globes. They got engaged in 1996, but they never made it to the altar.
Gwyneth later admitted she "was such a kid" and wasn't ready for something that serious at 22. They’re still friends today, which is kind of refreshing in a town known for bitter splits.
The Marriages: Jen and Angie
We all know the big ones. The Brad Pitt ex girlfriends list naturally leads into his two major marriages that defined celebrity culture for two decades.
Jennifer Aniston was the manager-orchestrated blind date that actually worked. They married in 2000 in a $1 million Malibu wedding with 50,000 flowers and a gospel choir. It was perfect until it wasn't. The 2005 split was the "Team Jen vs. Team Angie" moment that basically birthed modern tabloid culture.
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Then came Angelina Jolie. Brangelina. They were together for twelve years, married for two, and share six children. It was a global whirlwind of humanitarian work and red carpets. Their 2016 split was a shocker, leading to a long, drawn-out legal battle over their French estate, Château Miraval. It’s messy. It’s sad. It’s still going on in some capacities today.
Life After the Storm: 2020 to 2026
Since the split from Jolie, Brad’s dating life has been a game of "is he or isn't he?"
- Neri Oxman (2018): Rumors flew about him and the brilliant MIT professor. It turned out they were likely just friends who shared an interest in architecture, but the internet wanted it to be real so badly.
- Nicole Poturalski (2020): He had a brief summer fling with the German model. They were spotted headed to the South of France, but it lasted only a few months.
- Emily Ratajkowski (2022): They were "seen out" a few times. It was never exclusive. Just two very famous, very attractive people hanging out in New York.
Who is Brad Pitt dating now?
As of early 2026, things are actually looking pretty stable. Brad has been in a serious relationship with jewelry executive Ines de Ramon since late 2022. They’ve hit some big milestones. They made their red carpet debut at the Venice Film Festival in 2024.
Sources say they are "fully living together" now. Ines is 32, Brad is 62, and by all accounts, they are very happy. She’s low-key. She doesn't chase the cameras. For a guy who has spent forty years in a fishbowl, that kind of peace is probably exactly what he needs.
Why the Brad Pitt ex girlfriends list is so Fascinating
It’s about more than just gossip. When you look at his dating history, you see the evolution of a man. From the guy who got dumped on a park bench in Budapest to the global icon seeking a quiet life with a jewelry designer.
He’s dated a wide range of women:
- The Powerhouse Actresses: Paltrow, Aniston, Jolie.
- The Intellectuals: Neri Oxman.
- The Artists: Juliette Lewis.
- The Industry Pros: Ines de Ramon.
Brad’s history shows that even for the "Sexiest Man Alive," relationships are complicated. They fail. They evolve. Sometimes, you get ditched at the MTV awards, and sometimes you find a second act when you least expect it.
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Actionable Insights for Following Celeb News
- Verify the Source: Most "insider" reports are just PR plants. Look for multiple reputable outlets like People or The Hollywood Reporter before believing a dating rumor.
- Look for the Milestone: A "sighting" is just a sighting. A red carpet debut or moving in together—like Brad and Ines—is the only real indicator of a serious relationship.
- Check the Timeline: Celebrity breakups often happen months before they are announced. If a couple hasn't been seen together in 90 days, there’s usually a reason.
Researching the Brad Pitt ex girlfriends list reveals a man who has lived several different lifetimes in the public eye. Whether he ends up walking down the aisle a third time or just enjoys a quiet life in California, he’s certainly kept us entertained along the way.