She is in the middle of an impossible dilemma, after it was revealed her BFF Jordyn Woods was caught making out with Tristan Thompson last week.
But now insiders have claimed Kylie Jenner, 21, initially didn't want to believe the allegations when they first surfaced - and even had her best friend's back.
'Kylie defended Jordyn in the beginning,' a source told Us Weekly.
The reality star is reportedly conflicted about how to move forward with the friendship.
Though Kylie stood up for Jordyn at the start of the scandal, things have apparently changed.
Sources revealed the Kardashians aren't so sure there will a chance of reconciliation between the pair, even though they initially believed Kylie would take Jordyn back.
Jordyn is at the heart of a cheating scandal that sparked Khloe Kardashian and Tristan's breakup.
Last week it was reported the reality star was caught making out with Tristan at a party, which subsequently led to the end of his relationship with Khloe.
Jordyn has since revealed she will be breaking her silence with a sit-down interview on Jada Pinkett Smith's Facebook show, Red Table Talk.
On Tuesday she gave fans a behind-the-scenes look at her appearance on the show.
Jordyn has remained silent since the scandal broke, and has reportedly been living with her mother after moving out of Kylie's home.
The star has reportedly claimed she was 'blackout drunk' at the time she kissed Tristan, according to TMZ.
However, the Kardashian/Jenner family reportedly aren't buying the excuse because she was able to drive home at 7am the next morning.
The family reportedly are not happy Jordyn will be sitting down for an interview with Jada, and are upset their former friend is attempting to 'spin the story' before giving them an apology, according to TMZ.
According to the website, Jordyn has signed a non-disclosure agreement with the Kardashians, which prevents her from sharing details about the lives of the family, including Kris, Kim, and Khloe.
Family friend Larsa Pippen weighed in on the drama after Hollywood Unlocked discussed the upcoming sit-down interview in an Instagram post.
'Can't wait to see which version of her story she tells. Hope it's the same she told @khloekardashi
