TLDR

A playful Times Square date video of Sydney Sweeney and Scooter Braun collided with archival promo footage, prompting fans to dig into receipts and her carefully curated authenticity.

It was supposed to be a fizzy, rom-com moment. In a clip shared by Scooter Braun, Sydney Sweeney says she has never been to Times Square, then heads out on a late-night New York adventure with the music mogul, complete with Citi Bikes, cheeseburgers, and a stop beneath her glowing American Eagle billboard.

The video, captioned by Braun with, “When you’re in bed at 11 pm, and your girl says ‘I’ve never been to Times Square…'”, shows the 28-year-old “Euphoria” star wide-eyed as “Empire State of Mind” plays and LED screens wash over her. It fits right into the fairy-tale narrative of a Hollywood actress falling for a powerful insider.

Sydney Sweeney takes in Times Square during a late-night date filmed by Scooter Braun
Photo: The giddy “Euphoria” star, 28, was filmed by boyfriend Scooter Braun taking in Times Square after telling the music manager she had “never been” there – Daily Mail US

Within hours, fan sleuths pulled up receipts. Social media users resurfaced video and photos from December 2023, when Sweeney hit Times Square on the promo trail for her Glen Powell rom-com “Anyone But You”, even walking past the Minskoff Theatre on Broadway. One fan joked, “She never been to Times Square but was there with Glen Powell in 2023 doing promo? The math ain’t mathing. Scooter got the recycled tour.”

Others took a softer view and suggested a simple memory lapse. “She probably just forgot,” one commenter wrote, pointing to a schedule that has seen Sweeney hop between film sets, red carpets, and brand shoots for years. In a life measured in hotel rooms and call sheets, a whirlwind December stop in Midtown may not stand out.

Sydney Sweeney in Times Square on December 11, 2023
Photo: Daily Mail US

The debate taps into something bigger than a geography glitch. Sweeney’s public image is built on relatability and candor, from stories about her blue-collar upbringing to her openness about money, ambition, and the pressure to support her family. For an audience that sees her as the hardworking Spokane kid who made good, even a small inconsistency invites scrutiny.

She has already been at the center of intense discussion around “Euphoria” creator Sam Levinson. An OnlyFans-style storyline for her character Cassie has been labeled “degrading” and a “humiliation ritual” by online critics. Sweeney, speaking to The Independent in 2022, pushed back on that narrative, saying she never felt coerced. According to the outlet, she described Levinson as a collaborator who welcomed her notes and said she felt protected on set.

Now, her off-screen life is intertwined with another polarizing Hollywood figure. Braun, 44, who built his name managing chart-dominating stars, has been carefully reshaping his own reputation as a devoted partner and reflective father. On the podcast “Second Thought”, he called his relationship with Sweeney “one of the biggest surprises ever” and added, “I’ve met an extraordinary woman who is kind and generous and smart, and real and down to earth.”

The pair were first linked in June 2025 after being spotted together at Jeff Bezos and Lauren Sanchez’s wedding in Venice. Their Times Square date video, on its surface, sells an updated version of the Hollywood power couple: less tuxedos and yachts, more hoodies, bike rides, and fast food under neon lights.

For Sweeney, whose portfolio now includes lingerie label SYRN and mass-market campaigns such as American Eagle, authenticity is part of the contract with fans. A moment that feels misremembered to some and manufactured to others is unlikely to define her. But in an era when every quote is screen-grabbed, and every city block is archived, even a late-night love story in Times Square arrives with a trail of receipts.

Do you see this as a harmless memory slip, a bit of rom-com storytelling, or something that chips away at a carefully built authentic image? Share your take on Sydney Sweeney, Scooter Braun, and how much “real” you expect from Hollywood love stories.

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