Kendall, Jacob, Kylie, and Timmy’s Double Date Was Straight Out of the Y2K Tabloids

Reported by Harper's Bazaar.

There is something deeply satisfying about a celebrity double date that arrives fully formed, paparazzi and all. On Sunday night in Los Angeles, Kendall Jenner, Jacob Elordi, Kylie Jenner, and Timothée Chalamet gave us exactly that — four absurdly beautiful people crammed into one car, trying and failing to dodge the cameras with the kind of performative reluctance only the truly famous can pull off.

According to Harper's Bazaar, Elordi was behind the wheel, Kendall rode shotgun, and Kylie and Chalamet held down the backseat. The optics were immediate and irresistible: a real-time callback to the 2006 paparazzi shot of Britney Spears, Lindsay Lohan, and Paris Hilton rolling through Hollywood at 2 a.m. — the image Hilton herself called "the Holy Trinity" when she reposted it in 2024 with a caption that ended in heart emojis and the word "sliving." Same energy, different decade, significantly better PR strategy.

New Couple, Old Hollywood

Kylie, for her part, looked genuinely delighted — grinning wide while Kendall turned her face away from the flash. Which tracks, considering Kylie and Chalamet have been together for over three years at this point, their relationship well past the stage of pretending it isn't happening. Kendall and Elordi, on the other hand, are still in early territory. They surfaced together at the Vanity Fair Oscars party in March, were caught making out at a Justin Bieber after-party during Coachella in April, and most recently escaped to Hawaii — where photos from Deuxmoi captured them drinking rosé on the beach like a very good screensaver.

Don't expect either of them to confirm anything. Both Kendall and Elordi have built their public personas around strategic silence when it comes to their personal lives, which means the car photo may be as much as we get — a single frame of two new relationships and one very good double date colliding in the Los Angeles night.

The Y2K tabloid era had its chaos and its casualties, but what it never lacked was a sense of occasion. This felt like that — except everyone went home in a sensible car and nobody's publicist had a meltdown by morning.

Hot people dating hot people will never not be a story, and honestly, it shouldn't be.

Read the original at Harper's Bazaar.