In a clip released by Entertainment Weekly from the upcoming episode of I Am Cait, Jenner and Disick have a heart to heart about how accepting the men in her life are about her transition.
"What do you think from a guy's perspective?" Jenner asks Disick. "Because everybody seems to be very supportive, this and that."
It's important to note, when this was filmed, Disick and Kardashian were still together.
Disick pauses for a moment, reflecting, then says, "I definitely think it's a lot different for me than a buddy, because of the sense that you've been in my life a long time. You're part of my kids' lives. To be honest, I don't know if every man in the world is going to be as comfortable as I am."
It's Disick's easy nature around Jenner and the way he feels that she's such a strong part of his life that breaks our hearts a little, knowing that in the coming months he and Kardashian will part ways. And not just part ways. But Disick will go on a partying spree that has him getting too cozy for comfort with another lady and at parties with underage girls.
Ironically, in the clip, the two also discuss another Kardashian family ex, Kris Humphries, who was briefly married to Kim Kardashian.
During Jenner's Diane Sawyer interview this past April, Humphries tweeted out, "Man, I'm glad I got out when I did," throwing shade at the family and at Jenner's decision to transition. He concluded the tweet, "#Gottadoyou."
Disick hadn't heard about Humphries throwing shade, so Jenner fills him in during the clip, throwing some shade of her own. "Kris... idiot Humphries tweets, 'Thank God I got out of that family in time.' And just got absolutely ripped, just ripped. To the point that four hours later, he had to apologize."
"Anyone who's worth being in your life will understand," Disick asserts. "And will work at the relationship."
Check out the full clip below.
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