Matilda De Angelis doesn't really do the whole "Hollywood starlet" thing the way you’d expect. She isn't hiding behind tinted windows or posting cryptic, curated aesthetic shots to hint at who she’s sleeping with. Honestly, if you follow her, you know she’s way more likely to post a raw selfie of her acne than a staged paparazzi shot. But because she’s been everywhere lately—from The Undoing to Citadel: Diana—people are naturally obsessed with her personal life.
The truth is, Matilda De Angelis relationships have always been about a specific kind of intensity. She’s an artist. She dates artists. She’s said herself that she needs to "fall in love with a flaw or a virtue" to even bother.
Right now, in 2026, things look a lot more settled than they did during her whirlwind rise to fame, but getting here was a journey through some very high-profile Italian heartbreaks.
The Alessandro De Santis Era: Love in the Time of Instagram
If you’re looking for who Matilda is with right now, the name is Alessandro De Santis. He’s the lead singer of the duo Santi Francesi. They’re huge in Italy, especially after winning X Factor, but for Matilda, it wasn't about the fame.
They met on Instagram. Yeah, just like everyone else.
She’s been vocal about how they started talking because they just "clicked." It wasn't some grand gala meeting. She heard his voice—which she calls "the most beautiful in the world"—and that was basically it. They’ve been together since 2022, and by 2024, they were officially engaged.
By the way, she moved to Milan specifically to be with him. For a girl who grew up in Bologna and built her life in Rome, that’s a massive deal. She’s famously independent, so "moving for love" is a clear sign that Alessandro is the end-game. In late 2025 and into 2026, they’ve been spotted at various festivals, including the Rome Film Fest, looking very much like a couple that’s actually happy, rather than just "red carpet happy."
That "Robbing Mussolini" Romance with Pietro Castellitto
Before the stability of Alessandro, there was the high-octane relationship with Pietro Castellitto.
This was a classic set-mance. They met while filming Rapiniamo il Duce (Robbing Mussolini). Pietro is Italian acting royalty—the son of Sergio Castellitto—and he’s got this eccentric, intellectual vibe that seemed to match Matilda’s energy perfectly.
For a while, they were the "It Couple" of Italian cinema. They were photographed everywhere in Rome, looking very passionate, very "young and in love in the Eternal City." But by early 2023, it was over.
Why? Nobody really knows the "official" reason, but that’s the thing about Matilda—she doesn't dish dirt. They went from being inseparable on press tours to living completely separate lives. Shortly after, Pietro was linked to Benedetta Porcaroli, and Matilda found her way to Alessandro. It was fast. It was intense. It ended.
The Andrea Arcangeli Years
If you want to understand Matilda’s approach to partnership, you have to look at Andrea Arcangeli. They dated from roughly 2017 to 2020.
This was the relationship that spanned her transition from a local Italian actress to an international name. Andrea is a fantastic actor himself (Baggio: The Divine Ponytail), and they were remarkably low-key.
They even worked together on a short film called Rumori right around the time they were breaking up. Talk about awkward. The film is literally about two people in a house who can’t communicate anymore. It’s a pretty somber look at how a relationship decays. If you want to see the "mood" of that breakup, go watch it. It’s beautifully melancholic and feels way too real.
Other Names and Rumors
There was a brief moment in 2021 where she was linked to the Italian rapper Nayt (William Mezzanotte). It didn't last long, or at least it wasn't public for long.
People also love to speculate about her and her various co-stars. When The Undoing came out, everyone wanted to know if there was something between her and Hugh Grant (obviously not) or if she and Nicole Kidman became best friends (they did, but not like that).
Matilda treats her "dating history" like a collection of experiences that shaped her, rather than a list of trophies.
What This Tells Us About Her
The biggest takeaway from looking at Matilda De Angelis relationships is that she doesn't separate her life from her art. She dates people who understand the "chaos" she talks about in interviews.
- She values privacy over PR. You won't see her selling wedding photos to a tabloid.
- She’s impulsive but loyal. Moving to Milan for Alessandro was a "gut" move, and those are the only moves she trusts.
- She’s human. She’s admitted to being "messy" and "contradictory" in her personal life.
If you’re trying to keep up with her life in 2026, keep your eyes on the music scene as much as the film scene. Being engaged to a rockstar means she’s often side-stage at concerts when she isn't on a film set in London or Rome.
Actionable Insights for Fans
If you want to follow Matilda’s journey authentically, stop looking at the gossip rags. Instead, watch her interviews where she talks about "instinct." She’s a person who lives by her gut. Whether it's a role in Citadel or a marriage proposal, she isn't doing it because it looks good on paper. She's doing it because it feels right in the moment.
Keep an eye on these sources for the most accurate updates:
- Her official Instagram (where she actually talks like a person).
- Italian film festival press conferences (where she’s most candid).
- Muse Magazine or L'Officiel (where she does the deep-dive interviews).
Don't expect a traditional celebrity wedding with 500 guests and a designer sponsorship. That’s just not her style. Expect something low-key, probably in Bologna or a quiet corner of Italy, with her family and her old friends from before she was famous.