Daily Newsletters

By providing your information, you agree to our Terms of Use and our Privacy Policy. We use vendors that may also process your information to help provide our services. This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply.

Oprah Walks on Sunshine in Yellow Maxi Dress & Pointy Flats To Play ‘This or That’ With Quinta Brunson

The talk show host and the actress put an "Abbott Elementary" spin on the game.
Oprah Winfrey attends Premiere Of Apple TV +'s "Sidney" at Academy Museum of Motion Pictures on September 21, 2022 in Los Angeles, California.
402720 152: Talk show host Oprah Winfrey attends the Vanity Fair Oscar Party at Mortons March 24, 2002 in West Hollywood, CA. (Photo by Sebastian Artz/Getty Images)
HOLLYWOOD, CA - FEBRUARY 29:  Television Personality Oprah Winfrey attends the 76th Annual Academy Awards at the Kodak Theater on February 29, 2004 in Hollywood, California.  (Photo by Carlo Allegri/Getty Images)
LOS ANGELES, CA - DECEMBER 05: Oprah Winfrey arrives to the 17th Annual Women In Entertainment Power 100 Breakfast on December 5, 2008 at the Beverly Hills Hotel in Los Angeles, California. (Photo by Katy Winn/Getty Images)
©2010 RAMEY PHOTO 310-828-3445

Beverly Hills, California, March 6, 2010

Oprah Winfrey at Philippe Chow Oscar Nominee party.

RM (Mega Agency TagID: MEGAR81623_3.jpg) [Photo via Mega Agency]
23 Images

Oprah made a sunny splash on her Instagram.

The Emmy-winning talk show host posted a video to her social media on Sunday, sharing a behind-the-scenes moment of her interview with Quinta Brunson, which aired on OWN this weekend. In the video, Oprah and Brunson are playing the popular game called “This or That.” They put an “Abbott Elementary” spin on the game, in which you select one or the other option, in this case choosing between things like “teacher’s pet or detention MVP.”

Winfrey wore a yellow dress for the occasion. Her ensemble featured long sleeves and a cinched waist, as well as a tiered skirt. She added large brown and white earrings as well as red-framed glasses. Meanwhile, Brunson wore an embellished polo fringe shirt dress from Aliétte in the video.

Oprah added flats to complete her look. She wore gold pointed-toe flats with a t-strap and an ankle strap. Pointy shoes came back into prominence in 2021 when live events started happening again. The timeless style of the shoe often streamlines any ensemble from its sleek silhouettes.

Watch on FN

When it comes to fashion, Winfrey has her own signature go-to styles. She often wears maxi and midi-length dresses in a range of colors by high-end brands like Stella McCartney, Badgley Mischka, Oscar de la Renta, and Vera Wang. For footwear, she regularly wears pumps with T-straps, open and pointed toes from similarly luxe labels like Valentino, Christian Louboutin and Jimmy Choo, as well as affordable brands like J.Crew. For more casual occasions, the Tony Award-winning star can be spotted in sneakers by Vionic and Allbirds, as well as platform brogues by McCartney.

PHOTOS: See more of Oprah Winfrey’s style through the years in this gallery. 

Shopping with FN
Daily Headlines

By providing your information, you agree to our Terms of Use and our Privacy Policy. We use vendors that may also process your information to help provide our services. This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply.

Asap Rocky, Puma, Footwear News, FN, cover, cover story, interview, FNAA, collaboration of the year, award, collaboration
Get the Latest Issue
Only $24.99 for one year!
PMC Logo
Footwear News is a part of Penske Media Corporation. © 2025 Fairchild Publishing, LLC. All Rights Reserved. FN and Footwear News are registered trademarks of Fairchild Publishing, LLC.