But while fans were busy melting over Jack content, it was the 31-year-old Canadian singer’s latest post with Kendall Jenner that ended up hijacking the spotlight. And who popped up in the comments? None other than Jenner’s sister, Khloé Kardashian.
On Saturday, August 16, Justin uploaded a moody snap from a night out. In the shot, Jenner, 29, appears to be mid-story, hands flailing like she’s explaining quantum physics. The “Peaches” hitmaker is beside her in a ribbed tank and cargos, staring ahead with zero context. In the comments section, Kardashian, 41, dropped a string of red hearts—an unofficial Kardashian stamp of approval—while Hailey, 28, slid in with: “It’s always Kendall telling a story with her hands.”
A post shared by Justin Bieber (@lilbieber)
“Justin trying to lock in to what Kendall is saying is SENDING me,” one person joked.
“She’s probably telling him how to cut a cucumber and he’s just trying to picture it in his head but can’t cause it just sounds wrong,” someone else added, a direct hit at Jenner’s now-iconic cucumber-cutting struggle on The Kardashians.
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Not all of the comments were lighthearted, though.
“Kendall is always too close to somebody’s man,” someone else added.
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“What’s funny is Hailey probably took this picture and everyone is writing think pieces — Justin is the only person that can’t take a photo with a friend and have it just be a photo with a friend,” one person pointed out.
“Women can also have faithful friends, we just have to know how to choose them ? leave your traumas,” someone else added.
For anyone trying to untangle the dynamics: Justin and Hailey first met back in 2009 when her dad, Stephen Baldwin, introduced them backstage at the Today show. Hailey later met Jenner in 2012 at The Hunger Games premiere, and the two quickly became close—Jenner even told Vogue during a Met Gala red carpet chat that they’re basically “sisters.”
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As for Kardashian, 41, her reaction makes perfect sense—she’s been Team Kendall and Team Hailey for years. In September 2023, she cheered Justin and Hailey’s fifth wedding anniversary on Instagram, writing, “This makes my heart happy ?? I love you twoooooo ❤️.”
A post shared by Justin Bieber (@lilbieber)
The Good American co-founder is just as vocal when it comes to her sisters, once calling it “insulting” when people refer to Kendall and Kylie Jenner as her half-sisters—a stance she made crystal clear on her Khloé in Wonderland podcast in March, proving she does not play about her girls.
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