“Kylie was around Jacob a lot during Timothee’s award season marathon because Jacob was nominated for Frankenstein and Timothee was nominated for Marty Supreme.
“Kylie liked him and thought he would be good for Kenny so she was like, ‘Girl, get on it, date this guy already’.
Kendall is said to have discovered she had “chemistry” with Saltburn star Jacob when they partied with Kylie and Chalamet at her house.
The source said: “Kylie is the alpha sister and pushed Kenny to start a romance with Jacob because she wanted to set up double dates with Timothee.
“She thought it would be fun if she and Timothee and Kenny and Jacob all hung out together.
“Kenny’s house is where all the parties happen, a lot of action there, so the four of them got close there.”
It comes after Kendall recently admitted she is “still too busy” to have children but wants to “continue having a good time” in 2026.
The Kardashians star, who previously dated music star Bad Bunny and pop megastar Harry Styles, as well as NBA players Devin Booker and Ben Simmons, told Vogue France magazine: “I want to have some [children], but not right away. I want to make sure I can dedicate a lot of time to them, and for now, I’m still too busy.”
Speaking about her goals for 2026, Kendall said: “The most important thing will be to stay true to myself and continue having a good time. It might sound like a cliche, but it’s very important to me.
“I think most women, most people, understand this: when you’re in your 20s, you don’t always know exactly who you are or what you want, so things can quickly become difficult or stressful.
“It was the same for me: when I was 20, I was too stressed and spent all my time running around. Now that I’m 30, I want to focus on myself.”