Kylie Jenner’s ‘Intimate’ Hangouts with Timothée Chalamet, Hailey Bieber and Kendall Jenner Revealed
Another round of Kylie Jenner’s meticulously curated “intimate” social moments just landed on your timeline. In a move that feels more press tour than private hangout, the beauty mogul served up snapshots with Timothée Chalamet, Hailey Bieber and sister Kendall Jenner in a bid to remind us all that she’s still everywhere. Let’s cut through the fluff.
Kicking things off, Kylie dropped a moody black-and-white shot of herself and Timothée Chalamet leaning in over candles at what appears to be an upscale Hollywood dinner. No location tag, naturally, but sources confirm it was taken at a celeb-favorite West Hollywood bistro on May 12 (per People Magazine). Timothée—never one for Instagram overshare—looks uncharacteristically relaxed, though one can’t help wondering if his smile is genuine or simply owed to the free champagne. If you ask Dotdash Meredith’s insider, the duo have been friends-for-years suddenly “linked” by paparazzi snaps and Kylie’s strategic re-post.
Not to be outdone, Hailey Bieber shows up next in a sun-lit Polaroid-style frame with Kylie tossing her head back mid-laugh. According to eyewitness reports (People and Page Six), this was a spontaneous poolside moment at Kylie’s Calabasas compound, complete with bikini-clad models and a playlist exclusively curated for VIP guests. Yes, Hailey and Kylie go way back, but the timing of this share feels eerily choreographed to stoke more gossip about their friendship—and by extension, the ongoing debates over who’s hosting the next beauty collab.
Sister Kendall Jenner then pops in for cameo duty: matching white tees, oversized shades and the kind of pout that built an empire. Shared via Kylie’s Instagram Stories, this shot was tagged “sis time,” although fans suspect it doubles as a behind-the-scenes tease for the rumored Kendall x Kylie cosmetics drop. In fact, a L’Oréal source tells Dotdash Meredith that the sisters have been spotted in secret meetings all month, fueling speculation—despite their “laid-back” captions.
Let’s be clear: none of these images break the internet in the way Kylie’s daughter Stormi’s latest dance video did. Instead, they function as high-end promotional material masquerading as casual candids. Clever? Sure. Authentic? Hardly. But hey, if you’re here for the free PR playbook, congratulations: you’re officially subscribed.
And that’s today’s dose of reality. You’re welcome.
Sources: Celebrity Storm and People Magazine, Dotdash Meredith
Attribution: Creative Commons Licensed
