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Oprah Winfrey Flaunts Her 40-Lb Weight Loss In New Vacation Photos With Kris Jenner And Gayle King As Fans React: ‘A Trio We Never Knew We Needed’

July 20, 2025 by Abigail Connolly

 
Splash News

Oprah Winfrey has been out and about flaunting her weight loss and hanging out with some of today’s biggest celebrities. This time, she posed with a reality star icon that had fans surprised.

The television personality recently posed for several Instagram pictures of her with famous ‘momager’ Kris Jenner and best friend, Gayle King, while on vacation in Spain. The trio was all dressed in the latest SKIMS swimsuit cover-ups, and it didn’t take long for the photos to go viral. In her cover-up, Oprah was able to flaunt her slimmer figure, and fans couldn’t get over how great the surprising trio looked in the comments section. Read more about the new snaps below.

Oprah Flaunts Her Weight Loss While Posing In Spain With Kris Jenner & Gayle King

On Monday, July 14th, the CBS Mornings reporter, Gayle, shared numerous pictures of her, best friend Oprah, and reality star Kris Jenner on Instagram. The three women were in Spain together and were all photographed sporting the new SKIMS x Roberto Cavalli cover-ups, which the interviewer wrote about in her caption.

"Don't you love when you admire what someone's wearing and THEN they give you one?" wrote Gayle.

"That's how @krisjenner rolls on vacation!" she added. Loving this @skims and @roberto_cavalli collab. I didn't check with @oprah, but I offered us up for a Skims campaign to promote if needed—you're welcome."

Although it may have seemed like a bit of a SKIMS advertisement, with each famous woman sporting a different print cover-up, it was surprising for the internet to see them vacationing in Mallorca, Spain, together. It's typical for pop culture enthusiasts to spot Oprah and Gayle, who are longtime best friends, in different countries together, but the addition of the Keeping Up With The Kardashians star was unexpected.

In the sunny waterside photos, Oprah sported the tiger face-print cover-up from the SKIMS collab collection and looked fabulous as she showed off her more slender figure. She wore her long hair down and in a softly curled style, and sported some awesome accessories, like chic sunglasses and dangling earrings.

Fans React To Oprah's New Vacation Snaps On Social Media

Once the pictures were shared on Instagram by Gayle, the internet immediately began weighing in on them, commenting on not only how surprised they were to see the three iconic women together, but also on how great Oprah is looking these days. The Color Purple actress has been quite outspoken about her weight loss transformation over the years, being a proud sponsor of the Weight Watchers program, which helped her lose around 40 pounds.

Later, in vulnerable interviews, Oprah also admitted to trying the famous weight-loss drug, Ozempic. Now, she's lighter, healthier, and feeling a lot better, and fans are noticing.

"You look like models!" commented an Instagram user under Gayle's post.

"Oprah looks insanely good," noted another.

"They all look absolutely beautiful," wrote a fan, as others noted that the ladies looked "stunning" together in their summer outfits.

Even the SKIMS founder herself, Kim Kardashian, commented on the viral post, writing, "QUEENS, LEGENDS, CHARLIE'S ANGELS! You all look so beautiful."

Hulu's Instagram account commented as well, calling the ladies "a trio we never knew we needed."

We'll be curious to see if this fascinating trio decides to get together again in the future, but for now, the internet is eating up these cover-up photos.

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