Sydney Sweeney’s Dating History: From Davino to Scooter Braun

Sydney Sweeney’s dating history has drawn significant public attention alongside her rising career in Hollywood. Since 2018, the actress’s romantic life has involved high-profile figures like Jonathan Davino and Scooter Braun, with her relationships unfolding publicly over the years amid intense speculation and media coverage.

Relationship Beginnings and Engagement to Jonathan Davino

Sydney Sweeney’s romantic journey gained public notice when she started dating Chicago businessman Jonathan Davino in 2018. They were frequently seen together at prominent events such as the Hulu Emmys party and an InStyle dinner, building a steady relationship that culminated in their engagement in March 2022.

In a February 2022 interview with Cosmopolitan, Sweeney reflected on her long-term partnership, saying,

“I’ve been in a steady relationship for a really long time, which is not normal in this industry and not normal for my age,”

Sydney Sweeney shared.

“What I’ve noticed about the idea of celebrity is people really love to build someone up, and then tear them down.”

Despite persistent rumors, especially those linking her to her “Anyone But You” co-star Glen Powell, Sweeney reaffirmed her commitment to Davino during the filming. She addressed the allegations directly, stating,

“Me and my fiancé produced the movie together and he was there the entire shoot, and I just want to let everyone know that he’s the man of my dreams and we’re still together and stronger than ever.”

Allegations and Breakup: The Davino-Sweeney Split

Over time, the couple faced mounting public scrutiny fueled by unfounded cheating rumors involving Powell. Both Sweeney and Powell denied any romantic involvement beyond professional chemistry. Glen Powell emphasized this in December 2023, telling Business Insider,

“I don’t have the mental capacity to pull anything like this off, but she’s very smart,”

adding,

“And look, Sydney and I do have authentic chemistry. It was a lot easier for Sydney to lean into something like that because she’s in a very committed and wonderful relationship and she’s very happy.”

In March 2025, after several years together, Sweeney and Davino announced the end of their engagement. A source confirmed to Us Weekly,

“Sydney and Jonathan are officially split,”

noting that the actress was telling friends she is single.

Following the breakup, the exes were still seen interacting occasionally, reflecting their intertwined personal histories. A source explained,

“They had been together for so many years and their lives are very intertwined,”

and further clarified,

“It’s hard for them to just pull the plug and stop all communication. … Sydney and Jonathan have maintained a good relationship during this time and aren’t back together.”

Speculation Around Glen Powell and Machine Gun Kelly

The release of “Anyone But You” in 2023, where Sydney Sweeney and Glen Powell played romantic leads, sparked further dating rumors, although both were with other partners then. Powell was dating Gigi Paris, while Sweeney was engaged to Davino. Rumors intensified when Sweeney attended Powell’s sister Leslie’s wedding in Dallas in 2025, shortly after their respective breakups.

However, insiders were quick to clarify their relationship status. One source told Us Weekly,

“There is nothing romantically between Glen and Sydney. They are just friends,”

adding,

“Sydney is close with the entire family. … Sydney brought one of her girlfriends to the wedding as a guest and she RSVP’d months ago.”

Another moment that fueled romance speculation was when Sydney Sweeney and Machine Gun Kelly (MGK) were seen embracing at a Las Vegas club opening and later sharing photos on social media. Still, MGK dismissed the dating rumors in a playful exchange on

“Watch What Happens Live With Andy Cohen,”

telling a fan,

“Kyle P, shut up, dude,”

when asked if they were more than friends.

Emerging Romance with Scooter Braun

Sydney Sweeney’s most recent high-profile relationship involves music executive Scooter Braun. The pair were first noticed together in June 2025 while strolling in Venice, Italy, and attending Jeff Bezos and Lauren Sánchez’s wedding. Early reports described their connection as casual, with a source telling Us Weekly,

“Sydney is not exclusively dating anyone right now but is having fun with Scooter.”

The same insider emphasized,

“It is not serious,”

and added that Sweeney was

“dating around and in her single era without having any pressure.”

However, the source acknowledged that Braun was very into her.

As the months progressed, public appearances with the couple holding hands sparked further speculation. By October 2025, insiders confirmed that their relationship had grown more meaningful. One source shared,

“It has been low-pressure for both of them and has been a different relationship for Sydney. Scooter has introduced her to new perspectives, especially when it comes to business,”

explaining that Braun had

“opened [her] eyes to opportunities and ways of thinking she hadn’t considered”

before. The insider added,

“Sydney has been soaking up the knowledge he brings from working across so many different sectors and industries, and she truly admires the level of experience and insight he has.”

The source further elaborated on their dynamic, stating that despite keeping things light and fun, the two had

“been consistently seeing each other the last two months.”

They also noted,

“Scooter admires Sydney’s playful and easygoing nature and the way she brings a sense of fun into his often high-pressure world.”

Understanding the Broader Impact on Sydney Sweeney’s Public Image

Sydney Sweeney’s dating history reflects the pressures and complexities that come with maintaining a relationship in the public eye, especially in the entertainment industry known for swift rumors and intense scrutiny. Her long-term involvement with Jonathan Davino broke typical patterns seen among her peers, bearing a sense of stability in a volatile environment. The subsequent breakup and transition into a lighter, less defined relationship phase with Scooter Braun emphasize her evolving personal narrative.

By openly addressing false claims and maintaining respectful ties with former partners, Sweeney manages to uphold her integrity amid challenges. Her interactions with figures like Glen Powell and Machine Gun Kelly demonstrate a clear boundary between friendship and romance, which she has navigated with transparency.

The ongoing relationship with Braun reveals a period of growth not just romantically but intellectually and professionally, as she gains insight into diverse industries through his mentorship. This phase signals a potential shift for Sweeney, blending her personal life with new business perspectives that could influence her future endeavors in Hollywood and beyond.