In a dazzling moment at Paris Fashion Week, media mogul Oprah Winfrey shared her first-ever meeting with rising British music star Olivia Dean.
The encounter was captured on video and shared by Hello Canada Magazine on Instagram. At 72, Winfrey has become one of Paris Fashion Week’s most admired attendees, making front-row appearances that have caught the eye of photographers and fashion critics alike.
From modeling a boho-chic look at Chloé to a luxurious $6,000 leather ensemble at Zimmermann, Winfrey’s style has been as much a topic of conversation as the runway shows themselves.
Oprah Winfrey attends the American Ballet Theatre 2025 Fall Gala at David Geffen Hall.Photo by Theo Wargo/Getty Images
On Monday, the TV legend attended the highly anticipated Chanel Women's Fall/Winter 2026-2027 show. Dressed in a bold winter white trench with black tweed trim, layered over a coordinated skirt and blouse set, Winfrey exuded elegance. Her outfit was complemented by cream stilettos with black patent leather seams, whimsical red-and-silver earrings and a striking quilted leather handbag, a never-before-seen Chanel design.
But it wasn’t just her fashion that drew attention that day. Winfrey took a moment to personally greet Olivia Dean, congratulating the 26-year-old singer on her growing success in the music industry.
View this post on InstagramThe interaction was lighthearted, with Dean introduced to Kirby Bumpus, daughter of Gayle King, who exclaimed, “My mom’s nuts about you!”
Meanwhile, Dean turned heads in a vibrant Chanel ensemble that balanced classic tweed with contemporary flair. Her structured jacket featured a bold abstract pattern in black, white and warm yellow tones, paired with a textured ivory skirt with fringe detailing that moved with every step.
Sleek black heels and stacked gold accessories added finishing touches, while her voluminous natural curls and narrow sunglasses completed the modern yet elegant look.
Dean’s outfit not only echoed Chanel’s Pre-Fall 2026 collection but also captured the essence of Paris Fashion Week, where timeless craftsmanship meets modern experimentation.
Oprah Winfrey’s Return to Paris Fashion Week
After skipping Paris Fashion Week for seven years, Winfrey returned in style this season. From coral blazers and balloon-cargo hybrid pants at Stella McCartney to flared jeans and cropped jackets at Chloé, Winfrey has proven she can seamlessly blend bold fashion choices with timeless elegance.
For those following Paris Fashion Week, this encounter is more than just a celebrity sighting, it’s a moment that highlights inspiration and celebration of new talent in front of the world’s fashion capital.
Related: Oprah Winfrey in Head-To-Toe Leather Is the Most Unexpected Paris Fashion Week Look
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