Inside Sydney Sweeney and Glen Powell’s Flirty Relationship — and Why She Dumped Her Fiancé

Sydney Sweeney is stepping into a new chapter of her life, and she’s doing it with style, success, and no shortage of speculation about her love life—especially when it comes to her Anyone But You co-star Glen Powell.

The Emmy-nominated actress, 27, sent the rumor mill into overdrive after being spotted multiple times with Powell, 36, in recent weeks. Fresh off her breakup with longtime fiancé Jonathan Davino, Sweeney has been linked to Powell amid a string of flirty appearances—both onscreen and off.

Most recently, the pair made waves when Sweeney attended Powell’s sister Leslie’s wedding in Dallas, Texas. The public appearance came just days after news broke that she had called off her engagement to Davino, 41. The timing couldn’t have been more cinematic—literally. The real-life scenario seemed to mirror the 2023 rom-com Anyone But You, in which their characters navigate romantic tension at a family wedding.

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“You know, timing is everything in this world,” Powell coyly quipped on TODAY when host Jenna Bush Hager teased him about the buzz around Sweeney showing up at the wedding.

While insiders close to Powell tried to downplay the rumors—“Would they be a great couple? Yeah — but nothing romantic is going on there,” one source told The Post—the duo’s chemistry has proven hard to ignore.

The Dallas trip wasn’t a one-off moment. Sweeney and Powell were also seen dining together at Joe Leo Fine Tex Mex, further fueling speculation. The synergy between them has become a trending topic—not just among fans but also within industry circles.

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Adding to the intrigue, Sweeney made a dramatic solo appearance at CinemaCon 2025 in Las Vegas just days later, wearing a white corseted gown reminiscent of a runaway bride.

It marked her first red carpet since ending her engagement, which had been set for this May.

Sources close to the actress say she’s channeling her focus into her career rather than romance. “Most people would feel overwhelmed by her working schedule this year, but not Syd. She’s all about working right now and very excited about all her projects,” one insider told People.

Indeed, Sweeney’s calendar is stacked. She’s set to reprise her breakout role as Cassie Howard in the third season of Euphoria, star in a film adaptation of The Housemaid for Netflix, and portray both real-life boxer Christy Martin and iconic actress Kim Novak in upcoming biopics.

She’s also stepping into the producer’s chair, shepherding several projects of her own.

Still, despite her skyrocketing career, Sweeney’s personal life has taken a hit. Her split from Davino reportedly came after a rocky start to the new year. A source revealed, “Things have been rocky for a long time.”

Telltale signs emerged in February, when Sweeney began staying solo at the Beverly Hills Hotel. In March, she attended Paris Fashion Week alone, and fans noticed she had quietly removed a romantic photo with Davino from her Instagram in January.

Their last public appearance together was on January 20, while she was on break from filming The Housemaid. Observers noted the lack of chemistry. “Every time you see her with the ex-fiancé she doesn’t look happy,” one person who worked with Sweeney told The Post. “She doesn’t walk [red] carpets with him. She wasn’t wearing a ring in February. They got engaged when she was young. She probably didn’t want to slow down and plan a wedding.”

Adding another layer, Davino—who’s 13 years her senior—was reportedly involved in her professional life, listed as a producer on projects like Immaculate, The Caretaker, and The Players Table. “She was keeping him on the payroll,” a source commented. “She just wants to work. She’s definitely a hustler.”

Off-screen, Sweeney’s also become a magnet for brand endorsements, collaborating with companies like Hey Dude shoes, Laneige skincare, and Dr. Squatch. Her wide-reaching appeal has not gone unnoticed in Hollywood. “She is game, and funny. Has terrific ideas. Not intimidated — respectful, silly and adorable. Beautiful. She was just great,” said Meg Ryan, who worked with Sweeney on a Super Bowl commercial earlier this year.

Despite her fame, Sweeney has previously opened up about the harsh financial realities of Hollywood. In a 2022 interview with The Hollywood Reporter, she said, “If I wanted to take a six-month break, I don’t have income to cover that. I don’t have someone supporting me… I want to have a family, I’ve always wanted to be a young mom, and I’m worried about how this industry puts stigmas on young women who have children.”

Meanwhile, Powell has been open about his own financial journey. In a 2024 interview with The Hollywood Reporter, he recalled earning just $35,000 for Hidden Figures in 2017—the only movie he booked that year. Even his breakout role in Top Gun: Maverick didn’t bring immediate payoff, as the film’s pandemic-delayed release meant he wasn’t paid for years.

“I was depleting a bank account to a point where my accountant was like, ‘This pandemic cannot last much longer,’” he said.

Now on firmer footing, Powell is diversifying beyond acting, launching his own condiment brand, Smash Kitchen. And who might be attending the Los Angeles launch this weekend to show support? Rumors suggest none other than Sydney Sweeney.

“Sydney’s doing wonders for his career,” a source told The Post. “He definitely had fame, but I felt like it didn’t skyrocket until after Anyone But You with Sydney.”

Whether or not romance is blossoming between the two remains to be seen. But one thing’s certain—both Sydney Sweeney and Glen Powell are navigating their post-breakup lives with career momentum, star power, and maybe just a hint of movie magic.

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