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Kris Jenner vacations with new billionaire bestie Oprah Winfrey and Gayle King after bonding at Bezos wedding

BBG News

On a recent visit to Spain, the budding friendship between Kris Jenner and Oprah Winfrey grew stronger, as they were accompanied by Oprah’s dear friend, Gayle King.

On Saturday, a set of friendly-looking photos emerged, shared by the 70-year-old talk show legend on Instagram. The snaps were taken in Mallorca and featured the 69-year-old Kardashians star and herself, who is also 71 years old.

It was unexpected for spectators to witness a friendly dynamic among celebrities, as they attended the nuptials of Jeff Bezos, the wealthy entrepreneur from Amazon, and Lauren Sánchez in Venice last month.

However, it appears that the newfound camaraderie has become solidified, as evidenced by their indulgence in a lavish vacation mere weeks subsequent.

The trio of women appeared exceptionally youthful and radiant as they unwinded on a yacht near the shoreline. Oprah showcased an impressively slim silhouette following her confession about using Ozempic for weight management, while Kris seemed to have rolled back the years after undergoing a widely talked-about facelift procedure.

On the journey, it wasn’t just Oprah who was a billionaire; music tycoon and benefactor David Geffen, too, accompanied the group of women.

In a single image, Kris and Oprah are surrounded by Gayle and David, forming a group that stands on a deck overlooking rugged, forested hills.

Kris exuded elegance in a shining beige silk halter dress, whereas Oprah brought vibrancy with a green-and-white checkered blouse and coordinating loose trousers.

Gayle exuded a laid-back Mediterranean ambiance wearing a beige linen skirt and robe paired with a carefree white tank top. Meanwhile, David opted for a more casual look in a white shirt, comfortable gray sweatpants, and a fashionable bucket hat.

In a different photo, the celebrities from the TV were seen unwinding during a serene sunset, lounging on cushioned chairs reminiscent of beanbags, on their balcony.

Kris donned a fresh, green-and-white sundress that matched perfectly with Oprah’s style, as the weight-loss expert switched to a graceful, caramel-hued outfit.

Gayle completed the group wearing a lively, fiery-orange tank top and a skirt adorned with stripes of orange, white, and yellow.

She titled her post as ‘Wonderful summer holiday in Spain 🇪🇸 – Friendly locals, extraordinary lodging, scenic treks, and mouthwatering cuisine!’

On my thrilling adventure, I seized every opportunity to join the dynamic duo – Oprah and Gayle – for an exhilarating hike! As we trekked along the trail, the stunning scenery provided the perfect backdrop for a memorable photo op. In this snapshot, I proudly stood beside them, beaming with joy as Oprah, the esteemed book club icon, effortlessly brandished two trusty hiking poles.

The image of the two individuals admiring a bay revealed the remarkable transformation in Oprah’s size, with her fitted leggings and modest top accentuating her impressive weight reduction journey.

In another photograph, Gayle appeared cheerful, flaunting a chic, canary-yellow dress with a cinched waist and a knee-length skirt, which she accessorized by tying it off. She gracefully posed in an antiquated town setting that exuded charm.

At Jeff Bezos’ wedding in June, the trio made their debut, leading many to speculate for the first time that these three women must be friends.

Nevertheless, Oprah and Kris’s acquaintance stretches back over many years; it seems their friendship flourished particularly during the extravagant multiple-day celebrations.

In 2012, Oprah had a chat with Kris and the entire Kardashian-Jenner family at their residence. Excitedly, Kris shared positive remarks about the encounter afterward.

In the past on Twitter, the well-known manager affectionately known as a momager shared a picture with Oprah and expressed her joy by saying, “Today couldn’t get any better, @Oprah!! We adore you! Thank you for sharing this special day with us.

In my role as a lifestyle advisor, I found myself stepping in to address some public criticisms that my dear friend and fellow actress, Rebel Wilson, made regarding a well-known family back in 2014. It was important for me to help maintain harmony within our circle.

In a conversation with Kyle and Jackie O from Australia that particular year, the topic of Rebel Wilson’s critique regarding their family’s rise to stardom arose.

In simpler terms, the actress from Pitch Perfect stated that the Kardashians, along with their family, are not primarily focused on showcasing their talents. Instead, she emphasized that she has put in a lot of effort to reach her current success.

When the hosts brought up those comments, Oprah waved them away and referenced their interview.

Two years back, I had an interview with the Kardashians, and I was amazed by how much effort they put in,” she asserted.

Oprah explained that while some people may believe that having a television crew follow them is effortless, creating a compelling reality series requires constant vigilance and being ‘on’ at all times.

‘I filmed them as a family, and I was amazed by their dedication. Our time together lasted for seven hours, and they planned to work another seven hours beyond my departure. Regardless of who you are, that level of commitment is what most people call hard work.’

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2025-07-13 08:18

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