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Sydney Sweeney and Scooter Braun are going strong. It’s been nearly a year since the pair first connected at Jeff Bezos and Lauren Sánchez’s June 2025 Venice wedding, and yesterday, on Saturday, May 30, they stepped out in New York City for two dates in one day.
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Seen around the Upper East Side, Sweeney started off the day with a deep-purple, 23-year-old Chanel dress from Karl Lagerfeld’s Fall 2003 collection. The piece was designed with an off-the-shoulder ruffle neckline and lightweight tiered skirt, with soft transparent layers floating down the leg. Black ribbon detailing and the house’s classic camellia finished things off.
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Although Sweeney has been known to love the naked-dress look, here she added a slip under her transparent dress for an opaque feel. She also gave it a bit of a summer spin, forgoing the fur-cuffed long sleeves and cozy neck scarf seen on the runway.
To complete the look, the Euphoria star curled her blonde hair, paired the vintage piece with plum heels, and grabbed a black satin evening bag. Also from Chanel, the accessory featured a similar camellia accent as was seen on the dress. As for Braun, he kept things classic with a suit.
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Later, the pair changed for the night. For Sweeney, this called for one of her go-to styles: a little black dress. This particular one featured cape sleeves and a plunging neckline, and she paired it with strappy open-toe platform heels. She kept her hair in curls and added a pop of color with a ruby necklace. Her boyfriend went with an all-black ensemble to match.
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