You've seen the memes. The charts with the steep drop-offs at age 25. The jokes about how the Titanic star refuses to date anyone who can remember where they were on 9/11. Honestly, it’s become its own lore at this point.
But if you look at the actual Leonardo DiCaprio ex girlfriends history, it’s a bit more nuanced than just a mathematical cutoff. Kinda. Mostly.
The internet went into a full meltdown back in 2022 when he split from Camila Morrone. She had just turned 25, and the coincidence was just too perfect for the Twitter (now X) detectives to ignore. People started digging through the archives, from the Gisele days to the present, trying to figure out if there's a literal "expiration date" on Leo’s affections.
The Age 25 Rule: Fact or Internet Myth?
Basically, the theory suggests that once a woman can legally rent a car in most U.S. states without a surcharge, Leo is out the door. It sounds like a punchline, but when you look at the timeline, the data is almost spooky.
- Gisele Bündchen: They were the "it" couple of the early 2000s. She was 18 when they met, and they split when she was 24—right on the cusp.
- Bar Refaeli: An on-again, off-again saga that lasted six years. They finally called it quits in 2011. Her age? 25.
- Nina Agdal: They dated for about a year. They broke up in 2017. Nina was, you guessed it, 25.
- Camila Morrone: This was the one that solidified the legend. They were together for five years. They broke up in August 2022, exactly two months after she hit the big 2-5.
It’s easy to joke about, but some people find it genuinely weird. Even Nikki Glaser took a swing at him during the 2026 Golden Globes, pointing out that his career highlights are impressive, but his ability to finish them before his girlfriend turns 30 is the real feat.
The Current State: Is Vittoria Ceretti the Rule-Breaker?
Right now, as we sit in early 2026, everyone is looking at Vittoria Ceretti. She’s an Italian supermodel, she’s stunning, and most importantly for the conspiracy theorists—she’s 27.
She broke the barrier.
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They’ve been linked since the summer of 2023. They were spotted grabbing iced coffees in Santa Barbara, and later, things got serious enough for her to meet his mom, Irmelin, in Milan. In December 2025, they were seen being surprisingly affectionate in Los Angeles. If you know Leo, you know he usually treats PDA like it’s a contagious disease. Seeing him kiss her in a boutique on Melrose Place was a big deal.
Ceretti herself has actually spoken up about the "girlfriend of" label. She told Vogue France in 2025 that it can be "extremely annoying" to be reduced to just an ex or a current flame. It’s a fair point. These women are top-tier professionals—Gisele was a literal mogul, and Ceretti is the face of Chanel.
Why the Pattern Matters (Or Doesn't)
There are two schools of thought here. One side says it’s predatory or at least "skeevy" for a man in his 50s to exclusively date women in their early 20s. They argue that the power dynamic is inherently skewed.
The other side? They say they’re all consenting adults. If a 23-year-old model wants to spend her summer on a yacht with an Oscar winner, who are we to stop her?
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Actually, the "half your age plus seven" rule is often cited in these debates. At 51, Leo’s "socially acceptable" lower limit would be around 32. He’s still a bit off the mark there, but with Ceretti hitting 27, he's at least trending upward.
The Ones That Didn't Fit the Mold
We can't talk about Leonardo DiCaprio ex girlfriends without mentioning the outliers.
- Gigi Hadid: Rumors swirled in late 2022 that they were "getting to know each other." Gigi was 27 at the time. It was the first time he was linked to someone over 25 who was also a mother. It didn't seem to last long, but it was a glitch in the Matrix.
- Blake Lively: They had a whirlwind five-month romance in 2011. She was 23. They traveled to Venice, New York, and Australia. It was short, sweet, and she moved on to Ryan Reynolds shortly after.
- Kristen Zang: Back in the 90s, she was the one he was "serious" about. She eventually dumped him, reportedly because she found the "Pussy Posse" lifestyle a bit much. She later wrote an essay in 2022 defending herself and pointing out that even then, he was a "sweet and thoughtful" boyfriend.
What This Says About Hollywood Dating
The obsession with Leo’s dating life isn't just about him. It’s about how we view aging and women in the industry. Why is 25 the "magic" number? Some psychologists suggest that’s when the prefrontal cortex—the part of the brain responsible for long-term planning and decision-making—fully matures.
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Maybe that’s when these women realize they want more than a summer in Ibiza? Or maybe Leo just likes the energy of someone who hasn't been jaded by the industry yet.
Whatever the reason, the "Leo’s Law" seems to be softening. If Ceretti and DiCaprio make it through 2026, the meme might finally die. Or maybe it just moves to "the 30-year rule."
If you’re following this for the fashion or the drama, the best thing to do is keep an eye on the film festival circuits. That’s usually where these relationships debut or die. If you want to understand the lifestyle better, look into the histories of the women themselves—many, like Gisele and Bar Refaeli, went on to build massive empires that had nothing to do with who they dated in their 20s.
Actionable Insight: Stop looking at the age gap as a simple math problem and start looking at the career trajectories of these women. Most of them use the "Leo Bump" to solidify their status as global icons before moving into the next phase of their lives. If you're tracking his current relationship, watch for "Vogue" covers or Chanel campaigns; that's where the real power moves are happening.