Who Is Leonardo DiCaprio Dating? What People Get Wrong About the 25-Year-Old Rule

Who Is Leonardo DiCaprio Dating? What People Get Wrong About the 25-Year-Old Rule

If you’ve spent any time on the internet in the last decade, you’ve seen the charts. You know the ones. They track Leonardo DiCaprio’s dating life with the mathematical precision of a NASA flight path, usually illustrating a hard "ceiling" at age 25. People treat his love life like a punchline, but as of early 2026, the punchline is starting to get a little stale.

So, who is Leonardo DiCaprio dating right now?

The answer is Vittoria Ceretti.

She isn't just a "rumored fling." They have been together for well over two years now, which in "Leo-time," is basically a golden anniversary. The Italian supermodel, who is currently 27, has managed to do something dozens of other high-profile women couldn't: maintain a steady, private, and clearly serious relationship with the most scrutinized bachelor in Hollywood history.

The Vittoria Ceretti Era: More Than Just a Summer Fling

Leo and Vittoria were first caught by paparazzi in August 2023. They were in Santa Barbara, grabbing iced coffees and ice cream—the universal celebrity "we're dating" starter pack.

Most people figured it would fizzle out by the time the leaves changed. It didn't.

Vittoria is a powerhouse in her own right. Born in Brescia, Italy, in 1998, she’s been a staple on the runway since she was 14. She’s walked for everyone—Chanel, Versace, Prada—and has graced more Vogue covers than most actors have IMDB credits. Honestly, her career is so massive that she has expressed frustration about being reduced to just a "celebrity girlfriend."

In a 2025 interview with Vogue France, she was pretty blunt about it. She said it’s "extremely annoying" when people frame her entire existence around who she's dating or who her boyfriend's exes were. You've gotta respect the hustle; she wants to be known for her 400+ fashion shows, not just for who she's sitting next to on a yacht in St. Barts.

Did He Finally Break the "25-Year-Old Rule"?

This is the question that keeps the tabloids alive.

For years, the running joke was that Leo would "offboard" any woman the moment she hit her mid-twenties. It happened with Gisele Bündchen. It happened with Bar Refaeli. It famously happened with Camila Morrone, whom he split from in 2022 just after her 25th birthday.

But Vittoria Ceretti is 27.

At the 2026 Golden Globes, comedian Nikki Glaser didn't let him off the hook, though. She joked that the most impressive thing about Leo's career was that he accomplished it all before his girlfriend turned 30. Leo, for his part, gave a thumbs up and laughed. He’s clearly in on the joke at this point.

The fact that they are still going strong while she is "approaching 30" (in Hollywood years, anyway) has fans wondering if the pattern is finally broken. Or maybe, just maybe, the pattern was always a bit of a statistical coincidence that the internet blew out of proportion.

Why We Didn’t See Them Together at the 2026 Golden Globes

If they’re so serious, why did Leo walk the red carpet alone in January 2026?

Privacy. Pure and simple.

Leo has a very specific "disappear" philosophy. He told TIME magazine in late 2025 that he thinks the best way to stay relevant is to stay out of people's faces. He only wants to be "out there" when he has a movie to promote (like his recent project One Battle After Another).

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Vittoria seems to share this vibe. They didn't pose together at the 2026 Globes, and they even walked the 2025 Met Gala carpet separately, only meeting up once they were safely inside the museum. It’s a tactical move. If you don’t give the cameras a "couple shot," you control the narrative—sorta.

Engagement Rumors: Real or Tabloid Fuel?

You might have seen the headlines about a diamond ring.

Back in late 2024, Vittoria was spotted with some serious ice on her finger. The internet went into a full meltdown. "Is the eternal bachelor finally settling down?"

The short answer: No.

Insiders were quick to tell TMZ and E! News that the ring wasn't an engagement piece. Apparently, she’s had that specific ring since 2022, well before she even met Leo. Sources close to the actor have also been pretty consistent in saying that Leo "doesn't see the point" in marriage and isn't looking to have kids.

He’s 51 now. If he hasn't done it yet, he's probably not rushing into it because of a vacation in Sardinia.

The Inner Circle: Tobey, Yachts, and Mom

To understand who Leo is dating, you have to look at how they fit into his "Posse."

Vittoria isn't just hanging out with Leo; she’s hanging out with his mom, Irmelin Indenbirken. They’ve been spotted together in Milan and London. That’s usually the real sign of a serious relationship in Leo’s world.

She also spends a lot of time with Leo’s best friend, Tobey Maguire. They’ve been on multiple group vacations—Saint Barthélemy, Ibiza, the works. If you can survive a two-week yacht trip with a bunch of middle-aged Hollywood dudes and still want to be with the guy, it’s probably the real deal.

What This Means for Leo’s Future

Is this the "final" relationship? Who knows.

People thought Camila Morrone was "the one" because they lived together during the 2020 lockdowns. Then they broke up. People thought Gigi Hadid was the one because she was "older" and had a kid. That lasted a few months.

Vittoria feels different because of the longevity and the shared lifestyle. They both move in high-fashion, high-art circles. They both value privacy over "clout."

Key Takeaways for the Curious:

  • Status: Still dating Vittoria Ceretti as of early 2026.
  • The Age Factor: She is 27, effectively debunking the strict "under 25" rule.
  • Privacy Level: High. Don't expect a red carpet debut anytime soon.
  • Engagement: Unlikely. The ring was a false alarm.

If you’re looking to keep up with their relationship, stop looking at the red carpets. The real updates happen in the background of grainy paparazzi photos taken in Italian coastal towns or outside of private clubs in Paris. Leo is sticking to his "disappearing" act, and Vittoria seems perfectly happy to disappear right along with him.

If you want to understand the "Leo effect" on the industry, look at his upcoming film slate for 2026—that’s where he’ll be doing his talking. For now, the "who is he dating" mystery is solved, even if the "will he ever marry" question remains a resounding maybe-not.

To get a better sense of how celebrity branding works in the 2020s, you might want to look into how other A-listers like Brad Pitt or Rihanna manage their private lives. It’s a masterclass in controlled exposure that Leo has perfected over thirty years.