Sweeney and Braun's Relationship Blossoms from Casual to Serious in Just Months

According to reports, Sydney Sweeney and Scooter Braun's relationship has blossomed from a casual connection to a more serious involvement in just a matter of months. The pair first crossed paths in September 2025 at the wedding of Jeff Bezos and Lauren Sanchez in Italy, where they were spotted walking together around the streets of Venice prior to the ceremony.

A source revealed that Sweeney and Braun "hung out that whole weekend and had a lot of fun," and they had been texting and seeing each other a few times since then. However, in the initial stages, the relationship was described as casual, with Sweeney "not exclusively dating anyone" and simply "having fun with Scooter."

But by October 2025, the dynamic had shifted, and the two were now "dating and it has become more serious." The insider explained that while they are "still not putting a label on it," Sweeney has been "having a lot of fun with Scooter" in a "low-pressure" relationship. Braun has also "introduced her to new perspectives, especially when it comes to business," opening Sweeney's "eyes to opportunities and ways of thinking she hadn't considered before."

The source noted that Sweeney "has been soaking up the knowledge" from Braun's extensive experience and insights across various sectors and industries. She "truly admires the level of experience and insight he has" and "respects his drive and ambition, which has inspired her in her own life." The couple has "been constantly seeing each other the last two months," with Braun "admiring Sydney's playful and easygoing nature and the way she brings a sense of fun into his often high-pressure world."