Kendall Jenner may have found her perfect match in Jacob Elordi, but her blossoming romance is reportedly creating unexpected tension with her younger sister, Kylie Jenner. According to a new report, Kylie, 29, is feeling increasingly jealous and frustrated as Kendall's relationship with the Euphoria actor moves toward a potentially serious commitment.
The reason? Insiders believe Kendall, 30, could walk down the aisle before Kylie, despite the beauty mogul dating Timothée Chalamet for more than three years. An insider told Page Six that the possibility of Kendall getting engaged first has become a sensitive subject for Kylie, who is reportedly ready to take the next step with Chalamet.
© AFP via Getty ImagesThe claims have not been publicly confirmed by either sister, and Kendall recently praised Kylie after her history-making Victoria’s Secret runway debut. However, the reported difference in their romantic timelines has raised questions about whether sibling rivalry could be complicating their famously close relationship.
Why Kylie Jenner Is Reportedly Jealous of Kendall and Jacob Elordi
The reported tension has less to do with Kendall's choice of boyfriend and more to do with how quickly her relationship appears to be progressing. Kylie and Chalamet first sparked dating rumors in April 2023. Since then, the couple has maintained a relatively private romance while occasionally making high-profile public appearances together.
© Getty Images for Vanity Fair
© Splash News/The Grosby GroupKendall and Elordi, meanwhile, were first romantically linked in early 2026, making their relationship considerably newer. Yet according to Page Six's October 21 report, people close to the couples believe Kendall and Jacob could be the first to get married.
An insider claimed the situation is causing "some jealousy and frustration for Kylie." The source suggested that Kylie is particularly bothered by the possibility of her older sister reaching the engagement milestone first, especially when she has invested considerably more time in her relationship.
The reported comparison has apparently intensified Kylie's desire for a proposal from Chalamet.
Is Kylie Jenner Pressuring Timothée Chalamet to Propose?
While Kendall's romance reportedly moves forward, Kylie is said to be making her marriage expectations increasingly clear. According to the Page Six insider, "Kylie is ready to get engaged" and has communicated that she sees marriage in her future with Chalamet.
© Backgrid/The Grosby GroupHowever, the source emphasized that Kylie has not issued an ultimatum or demanded an engagement ring. Instead, she reportedly hopes the actor will decide to propose sooner rather than later.
Chalamet, 30, is allegedly approaching the situation differently. The insider claimed that the “Wonka” star remains committed to Kylie but is not currently ready to propose. That difference in expectations could be adding pressure to their relationship, particularly as Kendall and Elordi's romance becomes more serious.
Still, neither Kylie nor Chalamet has publicly confirmed that they are disagreeing about marriage.
Jacob Elordi Reportedly Sees Kendall Jenner as 'The One'
While Kylie and Chalamet are reportedly navigating different expectations, Kendall and Elordi appear to be on a faster romantic trajectory, according to insiders. A source told Page Six that Jacob "genuinely feels like he's found the one."
The report also characterized Kendall and Jacob's relationship as increasingly serious, with both apparently considering a long-term future together. This marks a notable shift from how their romance was described earlier in the year.
© Splash News/The Grosby GroupIn April 2026, Us Weekly reported that the pair were casually dating after reconnecting during awards season. At the time, a source described their relationship as "not serious" and said they were enjoying spending time together without putting pressure on the future.
The insider also revealed that Kendall found Elordi attractive because of his relaxed personality and grounded approach to life. Now, six months later, the relationship is reportedly becoming something much more meaningful.
Kendall Jenner Reportedly Considers Jacob Elordi 'Husband Material'
Marriage speculation surrounding Kendall and Elordi did not begin with the latest reports about Kylie. In August, Page Six reported that Kendall had started viewing the Australian actor as "husband material."
According to an insider, the supermodel had previously experienced serious relationships but was now considering the possibility of marriage in a new way. For Kendall, who has generally kept her romantic life more private than some of her famous siblings, that would represent a significant personal milestone.
© AFP via Getty ImagesThe model has previously been romantically linked to NBA star Devin Booker and musician Bad Bunny. Although she has experienced high-profile relationships, Kendall has never been married.
Neither Kendall nor Elordi has publicly announced an engagement or confirmed that wedding plans are underway.
