Jimmy Kimmel gets called out by Caitlyn Jenner for making fun of her transition in tense moment

The moment, though brief, created palpable tension between the two as Jenner confronted Kimmel on live TV. 
Screenshot of Caitlyn Jenner and Jimmy Kimmel from the show 'Jimmy Kimmel Live.' (Cover Image Source: YouTube | Photo By @JimmyKimmelLive)
Screenshot of Caitlyn Jenner and Jimmy Kimmel from the show 'Jimmy Kimmel Live.' (Cover Image Source: YouTube | Photo By @JimmyKimmelLive)

Caitlyn Jenner is no stranger to controversy but during an appearance on ‘Jimmy Kimmel Live!,’ she turned the tables on the late-night host, calling him out for past jokes about her transition. The moment, though brief, created palpable tension between the two as Jenner confronted Kimmel on live TV



 

During the interview, Jenner opened up about her journey, including the challenges of coming out to her family and the intense media scrutiny that followed. When discussing how she informed her children about her transition, Jenner made a pointed remark at Kimmel himself. As per Digital Spy, she remarked, "I slowly told all my children. Because it had just been hammered all over the media for the longest time. In fact, guys like you…making some jokes." Kimmel caught off guard, argued, "We didn't know what was happening." But before he could continue, Jenner interjected, "Now he is going to apologize! It's alright, I accept your apology."



 

Jenner explained, "Kris and I, we had gone our separate directions, not because of gender issues but because of other things, and there I was back in Malibu all by myself.” As per Entertainment Weekly, while the exchange was playful on the surface, there was an undeniable edge to it. Kimmel quickly moved the conversation along, even taking the opportunity to shift some blame onto his late-night rival. In response, Jenner assured, "You've always been my favorite."

Beyond discussing her transition, Jenner and Kimmel also touched on their family dynamics. She confessed, "Some [of my children] I have remained very close to…A couple of them… I am a little more distant. I have to admit, I will sit...and wonder, 'Is it because of my transitioning? Or is it because their life is so busy that they don't call, like, all the time?'"



 

The tension between Jenner and Kimmel wasn’t just limited to this one interview. On another occasion, Kimmel addressed Jenner's remarks about homelessness in California. Jenner had previously stated in an interview with Sean Hannity that a wealthy friend of hers was leaving the state because he couldn't 'take it anymore' after seeing homeless people on the streets. "The guy right across, he was packing up his hangar. And he says, 'I'm moving to Sedona, Arizona. I can't take it anymore. I can't walk down the streets and see the homeless.'" Reflecting on the same, Kimmel slapped back, "Is it transphobic to call a trans person an ignorant a--hole? Or does calling that trans person an ignorant --hole— even though she happens to be a trans person— show that we don't discriminate against ignorant assholes, no matter their gender orientation? It's a tough one. I don't know. I guess we will let the internet decide tomorrow." His biting commentary quickly went viral.

GET THE BIGGEST ENTERTAINMENT STORIES
STRAIGHT TO YOUR INBOX.

MORE STORIES

Aubry decided to have Rizo Velovic and Jonathan Young compete in the iconic fire-making challenge
32 minutes ago
The 'Survivor 50' finale episode saw the contestants fight it out for a spot in the Top 3
1 hour ago
Jeff Probst shares that ‘Survivor 50’ will abide by the wishes of fans, but will add its own twist to it.
16 hours ago
During the mixer, Bri reflected on how DeMari ended things with her in the past after her grandmother’s passing.
17 hours ago
‘In the City’ Episode 1 saw Kyle and Amanda meet a few months after their split and reflect on their relationship
21 hours ago
Jenny Slatten and Sumit Singh are facing a heartbreaking new chapter after a frightening health scare led to her life-changing ALS diagnosis.
22 hours ago
After fellow cast members confronted Amanda about her and West’s relationship, she got emotional and left the stage.
23 hours ago
After the group enjoyed their final Hamptons party, Amanda and Kyle had a one-on-one conversation that left their relationship's future uncertain.
1 day ago
Cooke and Batula were first reported to be living separately in November, 2025 and confirmed their separation in a joint statement two months later.
1 day ago
The star denied ‘RHOBH’ pause rumors, but the conversation around the show's future and her relationship with Mauricio Umansky remains heated.
1 day ago