Sydney Sweeney has a way of keeping everyone guessing. One minute she’s the face of a viral rom-com marketing masterclass, and the next, she’s quietly navigating the end of a seven-year relationship that almost nobody saw coming. For a star who seems to be everywhere—from the grit of Euphoria to the satirical luxury of The White Lotus—her personal life is surprisingly locked down.
Honestly, the public fascination with the Sydney Sweeney dating history usually boils down to one thing: people want her onscreen chemistry to be real. But as we’ve learned recently, the reality of her love life is often much more low-key, professional, and lately, quite transformative.
The Seven-Year Anchor: Jonathan Davino
For the longest time, Jonathan Davino was the only name that actually mattered in this conversation. He wasn't some flashy A-lister or a TikTok heartthrob. He’s a businessman from Chicago, and he was roughly 13 years her senior. They first popped up together in 2018 at a few Emmy parties and an InStyle dinner.
Sweeney was barely 20 when they met. Davino became her "support system," a phrase she used often when she did choose to speak about him. By 2022, a massive diamond ring appeared on her finger, and People confirmed the engagement.
Why it worked (until it didn't)
Sweeney famously told Cosmopolitan that she purposefully avoids dating people in the spotlight. She wanted "normal Syd" to have a place to land. Davino wasn't just a partner; he was her producing partner. Together, they built Fifty-Fifty Films, the powerhouse behind Anyone But You and Immaculate.
But the "happily ever after" hit a wall. In March 2025, reports surfaced that the engagement was off. It wasn't a scandal, per se. Insiders suggested she simply "didn't feel right" about settling down while her career was in such a high-velocity phase. By May 2025, she confirmed to The Times UK that she was single, saying she was "learning a lot" about herself.
That Glen Powell "Affair" and the Marketing Genius
You’ve probably seen the photos. The ones from Australia where Sydney and Glen Powell looked... well, like they were in a romantic comedy. Because they were.
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During the 2023 press tour for Anyone But You, the internet was convinced they were having a full-blown affair. It didn't help that Powell’s girlfriend at the time, Gigi Paris, unfollowed Sweeney and eventually split from Powell. The drama was peak Hollywood.
The Reveal
Years later, both actors admitted they leaned into the rumors on purpose. Sweeney, ever the savvy producer, was on every marketing call. She knew that if people believed the chemistry was real, they’d buy a ticket. It worked. The movie made over $219 million.
"We sold a rom-com," she later told People. While it looked like a messy dating history update, it was actually just a very smart business move. As of 2026, the two remain close friends and frequent collaborators, but the romantic sparks were purely for the cameras.
The Scooter Braun Era: A Surprising Pivot
After her split from Davino, things got interesting. In late 2025, Sweeney was linked to music executive Scooter Braun. They allegedly met at Jeff Bezos and Lauren Sánchez’s wedding in Italy.
This sparked a lot of chatter. Braun is 17 years her senior, and according to US Weekly, their bond grew from business advice into something more personal. By October 2025, sources claimed they were "going strong." It’s a bit of a departure from her "no industry boyfriends" rule, but after seven years in a steady engagement, a casual, high-profile pivot seems to be how she’s navigating her late 20s.
Rumors That Just Won't Quit
When you're Sydney Sweeney, everyone is a potential boyfriend. There was a brief, weird moment where people thought she was dating soccer star Christian Pulisic. He had to go on the record to say, basically, "Please stop."
There were also whispers about Machine Gun Kelly after they hung out at some events, but he shut that down pretty quickly too.
The "Mystery Man" Sightings
In mid-2025, she was spotted on a jet ski in Idaho with an unidentified man. Tabloids went wild. But the reality is that Sweeney has a tight-knit circle of friends who aren't famous. Often, a "mystery man" is just a long-time friend or a cousin.
What We Get Wrong About Her Love Life
The biggest misconception is that her success is tied to the men she dates. She’s been very vocal about the fact that she’s a "successful, independent woman" who bought her own house and pays her own bills. Whether she’s with a quiet businessman like Davino or a mogul like Braun, her career trajectory seems entirely self-steered.
Actionable Insights for Fans
- Don't believe the "Chemistry": If a movie is coming out, the "dating" rumors are likely part of the budget.
- Watch the Rings: Since 2025, she has been spotted without her engagement ring, which is the most reliable indicator of her status.
- Follow the Productions: If you want to know who she’s actually close to, look at the credits of her Fifty-Fifty Films projects. She keeps her inner circle small and professional.
Sydney is currently in what she calls her "single era," even with the Braun rumors floating around. She’s focused on Euphoria Season 3 and her upcoming biopics. For now, the most stable relationship in her life is clearly the one she has with her work.
Check back frequently for updates on her upcoming film projects, as she often announces new casting news through her production company's social channels.