Britney Spears and Kim Kardashian recently gathered for an intimate pajama-night hangout that looked equal parts nostalgic and playful.

On Friday, November 14, Kardashian shared snapshots from the evening on her Instagram Story, showing the group lounging together on a bed alongside Khloé Kardashian and Spears’s longtime manager, Cade Hudson.

The first Story, captioned “Calabasas Nights,” catches Spears sticking out her tongue while Kardashian puckers and flashes a peace sign, with Khloé and Hudson visible nearby. Spears wore a yellow off-the-shoulder top, and Kardashian opted for a dark hooded jacket. View the Story here.

A second image shows the quartet posing beneath rose-colored lighting; Khloé sports festive holiday pajamas and a mischievous grin. See that Story here.

Kardashian and Spears have been friends since the early 2000s. In 2021, Kardashian publicly expressed empathy after watching the documentary Framing Britney Spears, calling out the media’s often cruel treatment of the singer and noting how such scrutiny can be deeply damaging, even to those who appear invulnerable.

Lately Spears has been in the headlines after briefly deactivating and then restoring her Instagram account amid controversy surrounding her ex-husband Kevin Federline’s memoir, You Thought You Knew, which includes several sensational allegations about their marriage.

After returning to Instagram in early November, Spears reflected on the upheaval of the past year and shared thoughts about setting boundaries and focusing on simplicity and personal ritual.

Browse Kim’s shared photos on her Instagram Story here and here.

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