Kim Kardashian shares cozy Calabasas hangout with Britney Spears and Khloe after IG return
CALABASAS, CALIFORNIA: Kim Kardashian lifted the curtain on an unexpected late-night hangout with sister Khloe Kardashian and Britney Spears, sharing a set of candid snapshots on Friday, November 14.
The SKIMS founder, 45, posted a series of intimate Instagram Stories showing a cozy gathering with the 43-year-old pop legend, just one week after Spears returned to the platform following a brief deactivation. What looked like a quiet night in Calabasas quickly sparked fan buzz as Kardashian’s posts revealed the trio spending time with Spears’ longtime friend and manager, Cade Hudson.
#KimKardashian shares new image of #BritneySpears on her Instagram with Cade Hudson and Khloe Kardashian pic.twitter.com/JVc7NSF25L
— zebby (@ZebulonMonroe) November 15, 2025
Kim Kardashian shares behind-the-scenes look at cozy night with Britney Spears
In the first photo Kim shared, she sat casually on a bed and flashed a peace sign at the camera. Beside her, Khloe Kardashian, 41, smiled brightly in festive matching pajamas decorated with Christmas patterns. Behind them, Britney Spears stood next to Hudson, who snapped the group selfie, playfully sticking her tongue out. Kim kept her look simple with black yoga pants, a fitted top, and a jacket, while Spears wore a yellow checkered shirt. Kim added a short caption over the image: “Calabasas nights.”
Britney Spears hanging out with Kim & Khloe Kardashian last night. pic.twitter.com/hkVFcIlErM
— Pop Base (@PopBase) November 15, 2025
A second photo showed all four seated side-by-side under soft pink lighting. Kim leaned in close to Spears, while Khloe stuck her tongue out again as Hudson captured another candid moment. The pictures quickly spread across fan accounts, celebrating the unexpected link-up among the group.
Kim Kardashian shows long-standing support for Britney Spears
Kim’s support for Spears has long been visible. In 2021, after watching the documentary 'Framing Britney Spears', she publicly expressed empathy for the singer over the intense media scrutiny that defined much of Spears’ early career. Sharing her thoughts at the time, Kim wrote that the documentary made her feel “a lot of empathy” for Spears and criticized the cruelty and judgment that often followed her.
Kim Kardashian shares her thoughts on the #FreeBritney documentary:
— Britney Fan 🌹 (@BritneyHiatus) March 5, 2021
“I’m sharing this just to say I really hope everyone involved in the business of shaming and bullying someone to the point of breaking them down might reconsider and instead try to show some understanding.” pic.twitter.com/AmK10xcEB6
Kim added that the way the media shaped Spears’ life could be deeply damaging, noting that even the strongest individuals could be affected by such relentless pressure. She urged people to rethink the culture of shaming and bullying public figures
Britney Spears returned to Instagram after brief deactivation
Spears reactivated her Instagram just a week before the Calabasas hangout. In her return post, she reflected on the “crazy” events of the past year and encouraged her followers to protect their boundaries.
The singer’s return came amid ongoing public tension with ex-husband Kevin Federline, who recently released a memoir titled 'You Thought You Knew', recounting what he described as difficult periods involving Spears and their sons — Sean Preston, 20, and Jayden James, 19. In response, Spears accused Federline of gaslighting her and defended her relationship with her children.
A representative for Spears also addressed the memoir in an October 14 statement, saying that others continued to profit off her and that the timing came shortly after her child support payments to Federline ended. The statement emphasized that Spears’ focus remained on her sons and their well-being.