Sydney Sweeney wears vintage Chanel and plunging LBD for Scooter Braun date night

Sydney Sweeney gave New York City a double feature on Saturday.

The “Euphoria” star, 28, pulled off two very different looks during a Saturday date day-turned-night with boyfriend Scooter Braun, 44.

For their first stop, dinner at the Upper East Side’s Daniel restaurant, Sweeney chose a plum silk off-the-shoulder dress from Chanel’s fall 2003 collection.

The vintage piece features tiers of romantic ruffles, a Chanel camellia at the sternum and a ribbon sash at the drop waist; a similar version previously sold on 1stDibs for $5,460.

The actress paired it with matching purple pointed-toe pumps, a diamond tennis necklace, Chanel camellia-adorned purse and slim sunglasses.

Later that evening, Sweeney swapped into something far more daring for a night out in Tribeca: a black minidress with a deep plunging V-neckline, accessorized with nearly six-inch Christian Louboutin heels ($1,245). Her décolletage was bare save for a delicate necklace with a pink gem at the center.

The evening didn’t end there. After changing into hoodies and sunglasses, they hopped on Citi Bikes and pedaled to Times Square — a first for Sweeney, according to an Instagram Reel posted by Braun.

“When you’re in bed at 11pm and your girl says ‘I’ve never been to Times Square….’” the music exec captioned the video, which showed Sweeney chowing down on a burger, dancing to Jay-Z and Alicia Keys’ “Empire State of Mind” and posing under a billboard featuring her own American Eagle ad.

The outing came on the eve of the “Euphoria” series finale, which aired Sunday on HBO. Braun has been publicly supportive of Sweeney’s racier scenes on the show. A source previously told Page Six that Braun “fully understands that it’s part of her job and respects how dedicated she is to her craft.”

The couple began dating last fall after meeting at Jeff Bezos and Lauren Sánchez’s 2025 wedding in Italy.