Scooter Braun took Sydney Sweeney on a spontaneous late-night outing in New York City that ended with a first-ever visit to one of the city's most iconic landmarks.
As seen in an Instagram post from Sunday (May 31), Braun shared a video capturing the couple’s late-night outing, which kicked off with the two pedaling rented bikes through city streets.
“When you're in bed at 11pm and your girl says 'I've never been to Times Square….'," he captioned the post.
Both kept low profiles with coordinated disguises, with the Euphoria star donning a blue hoodie and black sunglasses, while Braun sported a gray hoodie and green baseball hat.
Their date night video saw Sweeney dancing to Jay-Z and Alicia Keys' "Empire State of Mind" and grabbing a burger at a high-top counter while still in her shades.
The couple also stopped to pose in front of a digital billboard displaying Sweeney’s own American Eagle advertisement.
The Times Square run capped a full evening for the couple. Earlier on Saturday, the two had been photographed out and about, both dressed in black — Sweeney in a short-sleeved dress with a plunging neckline, Braun in a matching black suit, per Page Six.
Braun, 44, and Sweeney, 28, first met at Jeff Bezos and Lauren Sánchez Bezos' wedding in summer 2025. Braun recently spoke openly about the relationship in a podcast interview, saying, "I've met an extraordinary woman, kind and generous and smart, and real and down to earth.”
