Rumors of a possible romance between Khloé Kardashian and Scott Disick have resurfaced, and according to insiders, Kris Jenner is fully supportive of the idea. Despite years of family drama involving Scott’s past relationship with Kourtney Kardashian, sources claim that Kris “would encourage” the pairing, seeing the undeniable chemistry between the two.
“It might be a bit of an eye roll for some people, but Kris would encourage it,” an insider told Life & Style. “They obviously have chemistry and a special relationship, so this isn’t coming out of nowhere.”
Scott, 41, and Khloé, 40, have shared a close friendship for nearly two decades, often displaying playful banter and flirtation in public and on their family’s reality shows. While both have denied romantic involvement, their strong connection has left many questioning whether there’s more to their bond.
Scott’s Complicated Past With the Kardashians
Scott previously dated Kourtney Kardashian for a decade, with whom he shares three children—Mason, 15, Penelope, 12, and Reign, 10. Their tumultuous relationship ended in 2015 following allegations of Scott’s infidelity. Despite their split, Kourtney once said on Keeping Up With the Kardashians, “Scott and I, we’re going to be in each other’s lives forever. We are soulmates, in a sense.”
Since his breakup with Kourtney, Scott has been linked to a string of younger girlfriends, including Sofia Richie and Amelia Hamlin. However, he recently admitted on Khloé’s Khloé in Wonder Land podcast that he no longer wants to date younger women, stating, “My last relationship was good, but we were in different places in our lives.”
Scott also expressed concerns about introducing his children to new partners unless it’s a serious relationship, adding that he has taken a break from dating altogether.
Is There More to Khloé and Scott’s Friendship?
While Khloé has repeatedly laughed off speculation about her and Scott, the insider claims her actions sometimes send “mixed messages.”
“Khloé scoffs at the idea and swears it would never happen, but she also flirts with Scott,” the source said. “It’s very mixed messages.”
Meanwhile, Scott has remained fiercely protective of Khloé, often defending her against criticism and speaking highly of their friendship.
“Scott is extremely protective of Khloé,” the source added. “If anyone says a word against her, he’s ready to do battle. He is also very flirtatious with her, so whatever they have going on is far from the typical relationship an ex-brother-and-sister-in-law have.”
Despite their denials, speculation continues, and according to the insider, Kris Jenner remains open to the possibility. “Kris would never pressure them to get together, but she’s made it known they’d have her full support if they did.”

Jaja has a degree in journalism and took classes in international law and business communication. Her career spans roles at prominent international media outlets, including International Business Times, Celebeat and Delightful Philippines. As a news editor, Jaja covered a wide range of beats, including legal, business, economy, cryptocurrency, personal finance, gaming, technology, and entertainment.