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Kris Jenner and her boyfriend Corey Gamble have been dating for several years now. The pair first went public with their relationship in 2014 after meeting at designer Riccardo Tisci’s 40th birthday party in Ibiza, Spain.

Because Gamble is so close in age with some of the momager‘s children, fans have always questioned how they get along. Well, that can change from time to time. Read on to find out which Kar-Jenner sister Gamble has the tightest relationship with these days.

Corey Gamble, Kris Jenner, Kanye West, Kim Kardashian West, Kendall Jenner, Kylie Jenner
Corey Gamble, Kris Jenner, Kanye West, Kim Kardashian West, Kendall Jenner, Kylie Jenner | Dia Dipasupil/FilmMagic

How serious are Kris Jenner and Corey Gamble?

Since they’ve been together for a while now, fans have been wondering if Jenner and Gamble will tie the knot. According to the Kardashian-Jenner matriarch, that’s not likely. During an appearance on The Ellen DeGeneres Show, Jenner revealed that a third marriage may not be in the cards for her.

“You know, I’ve done that twice and it didn’t work out so well,” Jenner stated. “So I don’t know — you never know. I’m going to take a page out of Goldie and Kurt’s book. Or Kourtney’s book. I think as long as things are going so well, why ruffle it up?”

The Daily Mail noted that the reality star told The Kyle and Jackie O Show the same thing and admitted that she and Gamble rarely talk about marriage because they’re “so happy with the way things are right now.”

Kourtney Kardashian and Gamble used to be very close

L-R) Kourtney Kardashian, Kris Jenner, and Corey Gamble
(L-R) Kourtney Kardashian, Kris Jenner, and Corey Gamble | Pascal Le Segretain/Getty Images

Kourtney Kardashian and Gamble used to be close until they weren’t. Over the years Kris’ beau and her oldest daughter got along and seemed to bond. However, their relationship went from very good to not so good after Gamble had a disagreement with Kardashian and Scott Disick over disciplining their children.

Just what caused tension between them happened in front of viewers while cameras rolled filming Keeping Up With the Kardashians. In the 2019 episode, Gamble talked about how he would discipline Penelope Disick if she acted up.

“If P scratched me, I’m whipping her a**,” Gamble said. Kardashian and Disick weren’t thrilled at all with his comment and this led to some back and forth.

Finally, Kardashian stated that Gamble will “never be with my kids alone and if he does that in front of any of us there will be a f*cking issue!”

Gamble and Kardashian did end up talking after that to try and hash things out but the two only agreed to disagree on their parenting style and left it at that.

Kylie Jenner and Gamble have a tight relationship that some fans find strange

Kylie Jenner and Corey Gamble
Kylie Jenner and Corey Gamble | MPI99/Bauer-Griffin/GC Images

These days it seems that Gamble gets along best with Kris’ youngest daughter, Kylie Jenner, although their relationship has raised some eyebrows for just how close they’ve been at times.

While fans didn’t find anything wrong with Gamble and the makeup mogul shopping or going to lunch together, they did find it downright strange the way they were dancing with each other at a concert in 2019.

Then, on a recent episode of KUWTK, fans called their relationship out again after Gamble was Team Kylie when she and her sis, Kendall Jenner, got into a huge fight on their way home from a night out together.

A number of fans pointed out how none of the siblings are as close as Kylie is to Gamble and it has weirded them out at times.