Oprah Winfrey sat down for an intimate family-style dinner with Brunello Cucinelli held at Chateau Marmont in Los Angeles yesterday. Beyond Winfrey, notable attendees included Chris Pine, Kevin Costner, Sharon Stone, Quinta Brunson, Chris Pine, Ava DuVernay, Sophia Bush, Casey Affleck and Jon Hamm.
Getting fall-ready, Winfrey stepped out in a pair of black booties, likely from Brunello Cucinelli, one of her go-to footwear designers. The footwear choice included glossy inky black leather uppers. The boot’s sheen could indicate that they were crafted of patent leather.
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Sharp pointed toes transitioned into arched soles and what appeared to be sturdy block heels. The former talk show host’s shoe choice is comparable to the brand’s bead-embellished leather ankle boots available via Net-A-Porter for $1,900.
Black booties are a staple for many, especially once the weather gets colder. For those looking to emulate Winfrey’s fancy dinner footwear moment, brands like Aquazzura, Saint Laurent, Prada, Bottega Veneta, Staud and Christian Louboutin all feature similar silhouettes for a variety of price points and sizes. Black booties are versatile, stylish and utilitarian. Additionally, they pair well with just about every ensemble. No matter where life takes you, black boots can usually get you there.
Winfrey opted for a suiting moment, taking the formal route in a taupe wool blazer worn overtop a crisp white button-down shirt. Said shirt was tucked into a mauve maxi-skirt fixed with feather adornments that offered a textural element.
On the shoe front, she regularly wears pumps with T-straps, open and pointed toes from Christian Louboutin, Valentino and Jimmy Choo, plus affordable brands like J.Crew. For more casual occasions, she can be spotted in sneakers from Allbirds and Vionic, as well as platform brogues by Stella McCartney.
When it comes to fashion, Oprah sticks to her longtime signatures. The mogul often wears maxi and midi-length dresses for formal occasions by high-end designers like Badgley Mischka, Oscar de la Renta, and Vera Wang.
