Joshua Goldman
Joshua Goldman
min read · July 13, 2025 · Entertainment

Kris Jenner's Spanish Getaway: Bonding with Billionaires Oprah and Gayle

Kris Jenner, 69, and her new pal Oprah Winfrey, 71, cemented their friendship on a recent trip to Spain with Oprah's BFF Gayle King, 70; pictured in Mallorca with David Geffen (L)

EXCLUSIVE SCOOP! Kris Jenner and Oprah Winfrey's Sizzling Spain Getaway: A Friendship Fueled by Facelifts, Weight Loss, and Luxury!

The world was abuzz when Kris Jenner, 69, and Oprah Winfrey, 71, stepped out together at Jeff Bezos' lavish wedding in Venice. But little did we know that their friendship was only just beginning! The two media moguls have been secretly sipping sangria and soaking up the sun in Mallorca, Spain, with none other than Gayle King, Oprah's BFF, by their side.

The trio's luxurious getaway was filled with relaxation, recreation, and a healthy dose of celebrity glamour. And let's just say that Kris and Oprah are looking FABULOUS! The 69-year-old Kardashian matriarch appeared decades younger after her highly publicized facelift, while the 71-year-old talk show icon rocked a strikingly slender figure thanks to her weight loss regimen.

The three women ¿ who looked stylish as they lounged on a yacht ¿ were seen getting close weeks earlier at Jeff Bezos and Lauren Sánchez's wedding in Venice

But the real pièce de résistance was when Kris and Oprah took their friendship to new heights (literally!) by modeling printed kaftans from Kim Kardashian's latest SKIMS x Roberto Cavalli collection. Yes, you read that right - KIM KARDASHIAN herself gifted her mom and BFFs with pieces from her latest fashion collaboration!

The photos speak for themselves: Kris looked chic in a lustrous beige silk halter dress, while Oprah added a splash of color with her green-and-white patterned blouse and matching baggy pants. Gayle perfectly fit the relaxed Mediterranean vibe with her beige linen skirt and matching robe. And David Geffen, the music mogul and philanthropist, kept things simple in his white shirt, gray sweatpants, and bucket hat.

But what really caught our attention was Oprah's IN-CREDIBLE weight loss transformation! The 71-year-old TV icon has been open about her struggles with her weight, and it seems like she's finally found the secret to success. In one photo, Oprah posed for a snap while hiking in Mallorca, holding two hiking poles and looking every bit the outdoor enthusiast.

The women favored vibrant colors and flowing, summery skirts, like this striped look from Gayle

The trio's friendship is not without its history, of course. Remember when Oprah interviewed Kris and the rest of the Kardashian-Jenner clan at their home back in 2012? Well, it seems like that interview sparked a lasting bond between the two women. And who can forget when Oprah came to Kris' defense after Rebel Wilson made some less-than-flattering comments about the family?

Fast-forward to today, and it's clear that Kris and Oprah are more than just acquaintances - they're BFFS! The proof is in the pudding (or should we say, the sangria?): these two media moguls are living their best lives, and we can't get enough of their fabulous friendship!

So, what did you think of this sizzling Spain getaway? Are you loving Kris and Oprah's new BFF status? Let us know in the comments below!

They got in a hike in Mallorca, as Oprah was seen grinning while holding two hiking poles

A photo of the two gazing out upon a bay showed just how tiny Oprah had become, and her slim leggings and small T-shirt further emphasized her incredible weight loss after she admitted to using Ozempic

'Summer vacation in Spain ¿¿¿¿ Great people, insane accommodations, beautiful hikes, and the most delicious food!' she captioned her post

The trio's appearance in June at Jeff Bezos' wedding was the first hint to many fans that the women were friends, but Oprah has been close to Kris since at least 2012, when she interview the Kardashian¿Jenner clan; pictured June 29 in Venice

She later defended Kris and her children in a 2014 interview after Rebel Wilson criticized them for allegedly not working hard to achieve their fame

'I interviewed the Kardashians maybe two years ago and I couldn't believe how hard they work,' Oprah said, adding that they 'have to be on all the time' in order to make their reality shows work; pictured with Orlando Bloom (L) on June 27 in Venice