Oprah Winfrey exuded a quiet luxury sensibility with black and white color blocking in Brunello Cucinelli for the American Ballet Theatre‘s fall 2025 gala in New York City on Wednesday night.
The former daytime talk show host and mogul turned to the Italian luxury fashion brand’s fall 2019 ready-to-wear collection for her attire. The dress included nods to tailoring, with a long-sleeve white bodice featuring sinuous lapels; a black layer of fabric was visible beneath the white at the neckline.
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The skirt of Winfrey’s floor-length dress included an A-line silhouette, with a subtle slit at the front for an added touch of sensuality. At the waist, Winfrey’s dress featured a bold black ribbon wrapped element for a defined silhouette. The waist was tied with a bow, and long bands of fabric flowed down the skirt.
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Winfrey opted for shimmering jewels to accessorize her attire, wearing a glittering cocktail ring and a pair of coordinated earrings. For her glam, the media mogul wore long, cascading curls that fell past her shoulders. Her makeup included a pop of color with a berry lip. Ahead of the gala, Winfrey posed for photos with prima ballerina Misty Copeland, who celebrated her final bow at the gala as a principal dancer with the company.
A longtime admirer of Brunello Cucinelli’s designs, Winfrey’s black and white dress featured a healthy balance of theatricality and quiet elegance for the American Ballet Theatre gala. The dress was introduced alongside the fall 2019 ready-to-wear collection during Milan Fashion Week in February 2019.
“Brunello Cucinelli succeeds in defining a distinctive, charming lifestyle rooted in effortless luxury. The fall collection, which the label presented in its renovated Milanese headquarters on Wednesday morning, perfectly reflected this peculiar aesthetic,” Alessandra Turra wrote in WWD’s review of the collection.
Throughout the collection, pieces “were peppered with rustic-chic details here and a sleeker, more urban twist there,” Turra wrote. Despite a few evening wear pieces, including the dress Winfrey wore on Wednesday night, the fall 2019 ready-to-wear collection was dominated by knitwear.
American Ballet Theatre’s fall 2025 gala was held at the David H. Koch Theater at Lincoln Center in New York City. Special guests included Oscar-winner Marisa Tomei, Taye Diggs, Gayle King and A.B.T. artistic director and former ballerina Susan Jaffe. The evening celebrated and commemorated the career of trailblazing dancer Misty Copeland, who performed one last time during the gala.