Sydney Sweeney just checked a major New York City experience off her bucket list, and Scooter Braun was right by her side for it.
The couple recently enjoyed a low-key late-night outing in Manhattan after Sweeney revealed she had never visited Times Square. Braun shared the spontaneous adventure with fans on Instagram on May 31, posting a video of the pair exploring the iconic tourist destination together.
âWhen youâre in bed at 11pm and your girl says âIâve never been to Times Squareâ¦.â ð,â Braun captioned the post.
In the video, Sweeney and Braun attempted to keep a low profile as they biked through New York City wearing hoodies and sunglasses. The pair later grabbed food, wandered through Times Square and took in the bright lights of one of the city’s most recognizable landmarks.
At one point, Sweeney could be seen singing along to Alicia Keys’ âEmpire State of Mindâ while exploring the area. The actress also stopped beneath an American Eagle billboard featuring her latest campaign.
Sweeney appeared to enjoy the surprise outing, responding to Braun’s post with heart emojis in the comments.
The Couple Has Been Spending More Time in the Spotlight
The Times Square date night came just one day after the pair were photographed holding hands during a night out in New York City.
Photos published May 30 showed Sweeney and Braun leaving an event at Daniel before heading to dinner together. The “Euphoria” star wore a navy ruffled maxi dress while Braun opted for a classic black suit and tie.
The relationship has become increasingly public over the past several months. According to Us Weekly, the pair were first linked romantically during Jeff Bezos and Lauren Sánchez’s wedding celebrations in Italy in summer 2025.
Since then, sources have indicated that the romance has grown increasingly serious. Per Us Weekly, one insider described the couple as âthe real dealâ and said they have been slowly blending their personal lives.
The source claimed Sweeney appreciates Braun’s support of her projects, while Braun is invested in her career and enjoys offering feedback when asked.
The pair have also started introducing each other to important family members. Braun has reportedly spent time with his children, Jagger, Levi and Hart, around Sweeney, while Sweeney has introduced Braun to her brother, Trent.
Scooter Braun Recently Gushed About Sydney
Earlier this week, Braun offered rare public comments about his relationship during an appearance on the “Second Thought” podcast.
Without mentioning Sweeney by name, the former music manager described his girlfriend as âan extraordinary womanâ who is âkind and generous and smart, and real and down to earth.â He also called the relationship âone of the biggest surprises ever,â per People.
Braun appeared to reference Sweeney’s work on HBO’s “Euphoria” during the interview, joking that he was âbiasedâ but believed there had been âan incredible performance by a certain actress.â
He also spoke about enjoying this chapter of his life following his retirement from music management in 2024.
âFor me, Iâm enjoying my relationship, Iâm enjoying my children, Iâm enjoying my friends. Iâm enjoying my life,â Braun said.
The couple were first described as casually dating in September 2025 before sources later said the relationship had become more serious. By December, insiders told the outlet the pair were âgoing strongâ and in a committed relationship.
For now, the couple appear to be enjoying simple moments together, including a late-night bike ride and Sweeney’s long-awaited first visit to Times Square.
âWhen youâre in bed at 11pm and your girl says âIâve never been to Times Squareâ¦.â ðâ
The post Scooter Braun Surprises Sydney Sweeney With First-Ever Times Square Visit appeared first on EntertainmentNow.