Music executive Scooter Braun and actress Sydney Sweeney took a stealthy bicycle ride through Manhattan late Thursday night. The couple kept a low profile as they pedaled through the city, eventually pulling into Times Square around 11 PM on May 30.
The late-night trip had a very specific destination. Sweeney wanted to see her American Eagle “Syd for Short” denim campaign billboard lighting up the tourist hub. After taking in the sight, the two grabbed burgers at a local spot before heading home.
Despite years of traveling the globe for film shoots and press tours, this late-night ride actually marked Sweeney’s first time ever visiting the Times Square landmark in person. The 28-year-old Euphoria star and the 44-year-old music mogul swapped their high-fashion daytime attire for the casual evening out. Earlier in the day, the pair spent time on the Upper East Side, where Sweeney wore a vintage 2003 Chanel dress before changing into a plunging black mini-dress.
The couple kept things quiet for about 11 months, according to a timeline tracing their romance back to Jeff Bezos and Lauren Sánchez’s wedding in Venice last June. Sweeney previously ended her seven-year relationship with fiancé Jonathan Davino in March 2025. Braun and Sweeney recently dropped the secrecy, hard-launching their romance on social media at the Stagecoach music festival in early May.