Sydney Sweeney and music industry executive Scooter Braun enjoyed a private, low-profile evening navigating the streets of New York City, turning a simple date into a memorable nighttime adventure.
The pair shared glimpses of their outing on Instagram. On May 31, Braun posted a video with the caption: “When you’re in bed at 11pm and your girl says, ‘I’ve never been to Times Square….’” The clip captured Braun, 44, leading Sweeney, 28, through the city on a self-guided tour, both dressed in casual, unassuming attire. Sweeney opted for a blue hoodie and black sunglasses, keeping her look understated, while Braun wore a gray hoodie topped with a green baseball cap.
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During their stroll, the couple paused at a high-top counter, where Sweeney enjoyed a traditional New York burger. When Braun asked how she liked it, she responded mid-bite with a simple, “It’s really good,” giving fans a candid glimpse of the couple’s relaxed dynamic.
Their night concluded amidst the dazzling lights of Times Square. Sweeney danced to Alicia Keys’ Empire State of Mind and posed in front of a massive American Eagle digital billboard, providing a playful and visually striking end to their evening in the city.
Braun and Sweeney first caught the public’s eye in the summer of 2025, when they were spotted together at Jeff Bezos and Lauren Sánchez Bezos’ lavish wedding, sparking widespread rumors about a budding romance.

On the May 28 episode of the Second Thought podcast, Braun offered a glimpse into his admiration for his partner—without revealing her name—calling her “an extraordinary woman: thoughtful, kind, intelligent, grounded, and authentic. Being with her has been one of the most surprising and joyful experiences of my life.”
He also shared his admiration for Sweeney’s acting, particularly her performance in HBO’s Euphoria, alongside Zendaya and Jacob Elordi. “I’ve been watching the latest season and, full disclosure, I’m biased—but she’s phenomenal. Her performance is truly remarkable,” Braun said, underscoring his appreciation for her talent.
