Kendall Jenner and Jacob Elordi’s relationship reportedly began with a little help from Kylie Jenner. A source close to the Kardashian-Jenner family has revealed that Kylie believed the pair would be a good match and actively encouraged a connection between them.

Sisterly Matchmaking

According to the source, Kendall Jenner and Jacob Elordi have been dating for several months, with the initial spark ignited as early as February. Kylie Jenner saw potential in the pairing and took steps to facilitate a romance.

Strategic Encouragement During Awards Season

Kylie didn’t just casually suggest the connection; she actively encouraged Kendall to pursue Jacob Elordi, particularly during awards season. Both Elordi and Timothée Chalamet were nominated for prestigious awards, providing Kylie with opportunities to observe and intervene.

Motives Beyond Romance

The source suggests Kylie’s motives weren’t solely romantic. She envisioned potential double dates with Chalamet, hoping to create a fun dynamic with herself and Chalamet alongside Kendall and Jacob.

Leveraging Kendall's Social Hub

Kylie reportedly planned to use Kendall’s home, known for its frequent parties and lively social scene, as the central location for these gatherings. This highlights a strategic approach to social arrangements within the family.

Kendall's Priorities

Kendall Jenner has previously dated high-profile figures including Bad Bunny, Harry Styles, Devin Booker, and Ben Simmons. She has expressed a desire for a family in the future but prioritizes her career and tequila brand.

Focus on Authenticity and Future Goals

Jenner stated she needs to dedicate substantial time and energy to a partner, a commitment she wasn’t ready for previously. Her goals for 2026 center around staying true to herself and enjoying life. She was recently seen at the 2025 Met Gala, celebrating ‘Superfine: Tailoring Black Style.’