Kim Kardashian isn’t shy about breaking the ice — even with pop royalty.
On Friday, Nov. 14, the SKIMS founder, 45, shared on Instagram Stories that she and her sister Khloé Kardashian, 41, recently spent time with Britney Spears, 43, and the singer’s manager, Cade Hudson, in Calabasas, California.
In one photo, Kim flashed a peace sign while seated on a bed, with Khloé smiling beside her. Spears posed playfully behind Hudson, who snapped the group selfie. Kim wore black yoga pants and a matching top with a jacket layered over it, while Khloé sported festive, Christmas-themed pajamas. Spears wore a yellow checkered top. Over the photo, Kim wrote, “Calabasas nights.”
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A second photo showed the four of them sitting close together under a wash of pink lighting. Kim leaned toward Spears while Khloé stuck her tongue out, as Hudson once again captured the moment.
Kim has publicly supported Spears in the past, especially after watching the 2021 documentary Framing Britney Spears. Shortly afterward, she expressed empathy toward the pop star.
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“So I finally watched the Britney Spears documentary this week and it made me feel a lot of empathy for her,” Kim wrote on Instagram Stories at the time, per Billboard. “The way the media played a big role in her life the way it did can be very traumatizing and it can really break even the strongest person. No matter how public someone’s life may seem, no one deserves to be treated with such cruelty or judgement for entertainment.”
Kim’s latest posts come one week after Spears returned to Instagram following a brief deactivation. In her return message, she shared that “so much has happened this year, it’s crazy,” and encouraged fans to protect their boundaries.
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Spears has recently been publicly addressing tensions with ex-husband Kevin Federline related to his memoir You Thought You Knew, which includes accounts about their sons’ strained relationship with their mother.
Following the book’s release, Spears criticized Federline on social media for “constantly gaslighting” her and defended her role in the lives of Sean Preston, 20, and Jayden James, 19. A representative for Spears also responded to the memoir and its allegations in an Oct. 14 statement, saying that the singer is focused on her children and their well-being, and has told her own story in her memoir.