Sydney Sweeney’s Love Life: A Timeline of Romance and Controversy
When she wasn’t tossing underwear into the crowd at the Stagecoach festival, Sydney Sweeney had fans captivated by a different kind of accessory. The Euphoria star, 28, was spotted wearing a delicate necklace with an ‘SB’ charm, which many believed was a nod to her rumored boyfriend, Scooter Braun, 44. Days later, she officially confirmed their relationship by sharing a series of affectionate photos from the event on Instagram.
This isn’t the first time Sweeney’s love life has been under the spotlight. From her engagement to businessman Jonathan Davino to her rumored romance with co-star Glen Powell, and now her relationship with the high-profile music executive, Sweeney’s personal life has become one of the most talked-about stories this year.
A Tangled Timeline
Sweeney and Braun, known for his public feud with Taylor Swift, first appeared to confirm their relationship in October 2025 with a single photo. The pair were seen together in New York City after rumors of a romance began in June, and more recently, they were spotted dancing at the April 2026 Stagecoach festival.
In a carousel of photos shared by Sweeney from the event, Braun made his debut on her Instagram grid. The couple looked cozy, with images showing Sweeney on Braun’s shoulders in the crowd and being held in his arms, as well as several photobooth pictures of the pair. The caption read, “cowboy kind of weekend.”
Before Braun, Sweeney was engaged to businessman Jonathan Davino. The pair were in a long-term relationship from 2018 until their engagement ended in March 2025. In early 2025, Sweeney was asked if she was still planning a wedding, and she simply replied, “No,” before confirming she was single.
“I’m learning a lot about myself, spending more time with my friends. And I’m loving it,” she said.
Glen Powell and the Rumours
In December 2023, Sweeney starred alongside Glen Powell in the romantic comedy Anyone But You, filmed in Sydney. While the on-screen chemistry sparked rumors of a romance, both actors were in other relationships at the time—Sweeney with Davino and Powell with Gigi Paris. Both relationships eventually ended, fueling speculation about a potential connection between the co-stars.
The rumors persisted for over a year, but Powell’s mother clarified things in April 2025 when she told The Daily Mail: “They’re definitely not together.” She also mentioned that Sweeney is good friends with Powell’s sister Leslie and even attended her wedding.
Confirming the Split
Sweeney confirmed her split from Davino in an interview with The Times published on 31 May 2025. “I’m learning a lot about myself, spending more time with my friends. And I’m loving it,” she told the publication.
Weeks later, in June 2025, Sweeney attended Jeff Bezos and Lauren Sanchez’s lavish Venice wedding. Braun was also there. Soon after, TikTok clips began to surface of the pair strolling through the Italian city together.
By September 2025, multiple publications, including People and TMZ, reported that the two were casually dating. This brought us back to October 2025, when a single photo seemingly confirmed their relationship.
Raising Eyebrows
The relationship has raised eyebrows because Braun is a controversial figure in the music industry. As a producer who has worked with artists like Justin Bieber, Kanye West, Usher, and Ariana Grande, he has faced criticism for his business decisions.
Braun first gained attention when he purchased the record company Big Machine Label Group, which owned the rights to the majority of Taylor Swift’s back catalogue. He later sold her catalogue to Shamrock Capital, despite allegedly knowing she wanted to acquire it. This move prompted Swift to begin re-recording her old songs before finally reclaiming her original masters in 2025.
Braun has also reportedly cut ties with several musicians over the years, including Bieber and Grande.
