While the relationships experienced significant strain for years, the Kardashians and Caitlyn Jenner are now on civil and more positive terms, though the relationship is best described as distant.
The Kardashian-Jenner family's relationship with Caitlyn Jenner is strained and inconsistent, with Caitlyn stating she nos longer speaks to Kris or most of the stepchildren, while some, like Kim, maintain sporadic contact, highlighting a significant rift caused by past family conflicts, especially after Caitlyn's memoir, though recent family events suggest occasional, brief interactions at large gatherings.
The SKIMS founder said during the episode that she and Caitlyn talk "all the time" and see each other often, adding that Caitlyn "helped shape who I am and why I'm successful today, and I'm grateful for that." New episodes of The Kardashians drop Thursdays at 12 a.m. ET on Hulu.
Kim has been particularly vocal about her anger at Caitlyn, which stems from things Jenner wrote in her memoir Secrets Of My Life. On a recent episode of KUWTK, Kim reads a passage from the book in which Jenner claims Robert Kardashian thought O.J Simpson was guilty and defended him anyway – and then she goes off.
Caitlyn said she and Kylie are “closer most of the time”
In a January 2021 interview on Dear Media's The Skinny Confidential Him & Her podcast, Caitlyn revealed that while she has more in common with her daughter, Kendall Jenner, she's felt closer to her youngest, Kylie Jenner.
Robert Kardashian left the bulk of his estate, including all tangible and intangible property, to a trust for his four children (Kourtney, Kim, Khloe, and Rob Jr.), but he specifically gave his Indian Wells property and its furnishings to his third wife, Ellen Pierson, whom he married shortly before his death, leading to family disputes over diaries and other items.
There's no single "nicest" Kardashian as it's subjective, but Khloe Kardashian is often called the kindest and most relatable, known for her empathy and "Good American" brand empowering women, while some sources highlight Kim Kardashian's surprising warmth and Kris Jenner's excellent manners with staff, with many fans also finding Kylie Jenner sweet and Kendall chill, but opinions vary widely.
Kylie Jenner has publicly shared her struggles with postpartum depression (PPD) after both of her pregnancies and, more recently (late 2025), revealed she's been dealing with chronic back pain for nearly three years, leading her to undergo stem cell therapy for relief. She also previously mentioned a diagnosis of recurrent corneal erosion syndrome affecting her eye.
According to E! News, "Rob didn't feel comfortable attending Kourtney's wedding because he doesn't like a spectacle." A source close to Rob told the publication that "it's just not his thing, and he's become an extremely private person." The insider added, "Kourtney and the entire family completely understand.
"When I found out that Caitlyn, or Bruce, wanted to be Caitlyn, it was sort of a relief," Brody added. "I think that there were a lot of things that started to make sense, you know, just in my life, about my father, and maybe why he wasn't there all those years."
Coty Inc., a global beauty conglomerate, owns the 51% majority stake in Kylie Cosmetics, a deal that was finalized in 2020 after Coty purchased the controlling share from Kylie Jenner. Kylie Jenner retains a 49% ownership and continues to lead creative and marketing efforts, though Coty manages the business operations.
Brody and Caitlyn Jenner seem to be on good terms based on photos from a recent birthday party. Brandon Jenner has spoken out about his great relationship and friendship with Caitlyn in 2024. Both Brody and Brandon Jenner have publicly criticized Caitlyn's parenting in the past, but they now seem to be on better terms.
As reported by PageSix, family elder Caitlyn Jenner remains shocked (shocked!) that she was not invited to her stepdaughter's nuptials. There are, reportedly, no hard feelings held by Kourtney towards the Olympian and reality television sensation. It's just that “she didn't make the cut,” according to TMZ.
Jenner publicly came out as transgender in April 2015, announcing her new name in July of that year. From 2015 to 2016, she starred in the reality television series I Am Cait, which focused on her gender transition. At the time of her coming out, she had been called the most famous transgender woman in the world.
Kylie Jenner lost about a million Instagram followers primarily due to backlash from fans believing she and Hailey Bieber mocked Selena Gomez's eyebrows in February 2023, followed by more losses in October 2023 after posting and then deleting support for Israel amidst the Israel-Palestine conflict, leading to accusations of being "mean girls" and "spineless". Fans perceived these actions as shading Selena, causing a significant unfollowing trend, though Kylie denied the eyebrow shade, and the political post drew strong criticism for perceived insensitivity and deletion.
"I've never had any work done. I told you, the only thing I've done twice is I've done baby Botox in my forehead." "I didn't love it, and I don't love it," she added. "I consider it sometimes, but then I'm like, 'My eyebrows are so straight and low to my eyes, that I actually really enjoy the movement that I have.'"
Kris Jenner was advised by her doctors to get a hysterectomy after a tumor was discovered on one of her ovaries. Though Jenner told her friends that she was "fine" with the whole procedure, she admitted in a confessional to feeling "very sad" that one chapter of her life was coming to a close.
Rob Kardashian has become the most low-key member of the family. His $10 million fortune, calculated by Celebrity Net Worth, is mainly thanks to previous stints on "Keeping Up With the Kardashians" and its spin-off "Rob & Chyna."
Lawrence didn't mince words about Kourtney Kardashian, 46. “Kourtney is more annoying than ever. She drives me nuts,” she said. When Pattinson asked why, Lawrence explained, “Because everything has to be an announcement.
Over the last few years, Khloe has gotten closer to Kim Kardashian, which hasn't gone well with Kourtney, mainly because the latter's relationship with Kim is toxic and cold. Khloe is also very close to Kourtney's former partner, Scott Disick.
Khloé Kardashian recently shared that she had Tristan Thompson, her ex and the father of her children, undergo three paternity tests. She wanted to confirm that he was the biological father of their youngest son, Tatum, and not her brother, Rob Kardashian, due to a striking resemblance between Tatum and Rob.
Kim Kardashian, for example, had her first two children naturally and then opted to utilize the assistance of two different surrogates for her second two children. She engaged the help of surrogates for medical reasons, as she reportedly suffered from placenta accreta during her first two pregnancies.