Sydney Sweeney Goes From Vintage Chanel to a Plunging LBD for Two Dates in One Day
She and Scooter Braun are all over New York City
Reported by Harper's Bazaar.
Sydney Sweeney and Scooter Braun are clearly not slowing down. Nearly a year after meeting at Jeff Bezos and Lauren Sánchez's Venice wedding in June 2025, the two spent Saturday, May 30 turning a single New York City day into a full two-act style moment — outfit change included.
For a daytime outing on the Upper East Side, Sweeney reached into the archives: a deep-purple Chanel dress from Karl Lagerfeld's Fall 2003 collection, making the piece a 23-year-old vintage find. The design came with an off-the-shoulder ruffle neckline, a tiered skirt, and sheer layers that moved with the kind of effortlessness that costs a lot to look like it doesn't. Black ribbon detailing and a classic camellia motif rounded it out. According to Harper's Bazaar, Sweeney layered a slip beneath the sheer skirt for a more opaque silhouette and skipped the runway's fur-cuffed sleeves entirely — a smart warm-weather edit that kept the look summery without losing its drama. She finished with plum heels, softly curled hair, and a black satin Chanel evening bag that mirrored the dress's camellia detail. Braun, for his part, wore a suit.
Night Two
By evening, she had pivoted to something sharper. The second look centered on a little black dress with cape sleeves and a plunging neckline — the kind of silhouette Sweeney returns to often, and for good reason. Strappy open-toe platform heels and a ruby necklace gave it a jolt of color, while her curls stayed intact from earlier in the day. Braun matched the energy in head-to-toe black.
What makes this double-date dressing genuinely interesting isn't the sheer volume of it — it's the intentionality. The daytime look was considered, even scholarly: a vintage archive pull, thoughtfully restyled rather than just worn. The evening look was instinctive. Together, they make the case that Sweeney's style isn't just aesthetically consistent — it's actually conversational with fashion history.
When your day starts with a 2003 Lagerfeld and ends with a perfectly cut LBD, the only real question is what you're doing in between.
Read the original at Harper's Bazaar.
