Kristin Cavallari Makes Rare Comment About Ex Jay Cutler and His Fiancée on Honestly Cavallari

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Watch:Kristin Cavallari Makes Rare Comment About Ex Jay Cutler and His Fiancée on ‘Honestly Cavallari’

Kristin Cavallari knows breaking up is hard to do.

That’s why the Laguna Beach alum bonded with fellow reality star Kim Zolciak over their very public divorces during the premiere of her new E! series Honestly Cavallari: The Headline Tour.

“I just feel for you,” Kristin told The Real Housewives of Atlanta alum during the June 4 episode before her live podcast show in Atlanta. “It’s so hard going through all that.”

In a confessional, Kristin—who finalized her two-year divorce from Jay Cutler in 2022—further sympathized with the Bravolebrity.

“Going through something messy in the public, like a divorce, I just know from my own personal experience there’s always a certain narrative that’s out there,” the 38-year-old noted, “and if someone wants to clear the air or give their perspective, I’m happy to give that platform for it.”

Backstage, Kim asked Kristin how she felt about Jay moving on with fiancée Samantha Robertson and a new woman being around their three kids Camden, 12, Jaxon, 10, and Saylor, 9.

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Looking Back at Kristin Cavallari’s Star-Studded Dating History

“I knew her before [the breakup],” Kristin revealed of her situation, “so I think that helped because I could sort of envision their dynamic.”

Still, Kim—who shares kids Kroy Jr., 13, Kash, 12, twins Kaia and Kane, 11, Brielle, 27, and Ariana, 23, with estranged husband Kroy Biermann—admitted, “That’s the thing that I kinda wonder how I’m gonna feel.”

Kristin then got candid looking back on her breakup from the former football star.

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“I do not believe in staying together for the kids,” she shared in a confessional. “You have to have dark times to get to the good times. Divorce can be a really good thing.”

At another point in the episode, Kristin admitted her and Jay’s divorce was a long time coming.

“I think deep down I knew,” the Uncommon James founder reflected. “I was very unhappy at that point in my life and really stressed out. My kids were young, so it’s not like they were seeing headlines or anything. But now my kids are 12, 10 and 9 and that’s my priority right now.”

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As for their kids getting older, Kristin gushed, “I see little bits of me in all of them, actually. They get all their good qualities from me.”

Keep reading to see Kristin’s cutest family moments with kids Camden, Jaxon and Saylor.

Honestly Cavallari: The Headline Tour airs Wednesdays at 10 p.m. on E!.

Clowning Around

Kristin Cavallari wished her son Jaxon, her middle with ex Jay Cutler, a “happy birthday” in a May 2022 post for his 8th birthday, concealing his face behind a gold eight balloon. 
“Every year it gets harder to come up with creative ways to hide their faces so I can post a pic on bdays,” she wrote. “Yes, I realize a lot of you don’t get it – I want my kids to make their own decision to be on social media.”
She continued, “Part rebel, part kind, sweet soul, there’s never a dull moment with you. Keep being you and growing into this incredible young man.”

Weekends Together

Notoriously keeping her children’s faces off social media, Kristin shared a sweet photo of her three kids, Camden, Jaxon and Saylor walking their dog. 
“These weekends make me happy,” the reality star captioned the September 2022 post. “Heart full.”

Happy Birthday

Wishing Saylor, whom she and Jay welcomed in November 2015, a happy birthday, Kristin shared a picture of the two walking together, with her daughter’s face turned away from the camera. On the November 2022 post, she gushed over her youngest.
“You are equal parts tough and sweet, strong and sensitive, tomboy and girlie,” she wrote. “You take care of everyone and have the biggest heart. My favorite gift is being your mama.”

Meeting the Kids

The reality star introduced her then-boyfriend Mark Estes to her kids giving just a month after she and the Montana Boyz member started dating. And she detailed that meeting on a March 2024 Instagram Story post featuring him walking with one of her sons. 
While her kids have been skeptical about her dating history, they warmed up to Mark—with whom she ultimately split in September 2024—quickly. 
“My boys were so excited about him,” she explained on her Let’s Be Honest podcast that same month. “I think more than anything, my kids are really excited for me. My kids really want to see me be happy and I’ve been very good about separating my dating life.”

Say Cheese

In September 2024, Kristin revealed her son Camden—whom she and Jay welcomed in August 2012—decided it was time for him to be more active on social media. So, he made a rare appearance in his mom’s cooking video.
“I appreciate everyone DMing me telling me that I showed Camden’s face,” Kristin later shared in a video on Instagram. “I know. He’s a little bit older now and he wants to be on social media, which is the only reason why I showed him.”
She went on to explain how she wants her kids to be able to decide if they want to be on social media, adding, “He’s 12 going on 28, so he is mature enough to make that decision now.”

Girls Night at the Rink

Kristin shared a rare glimpse of her and hockey fan daughter Saylor at a Nashville Predators game together in December 2024. The Laguna Beach alum’s daughter sported a yellow Predators jersey and a “Go Preds” face decal. 

Vote for Jaxon

In a rare glimpse at her middle child Jaxon, born in May 2014, Kristin shared a picture of him working on a class election poster to her Instagram Story January 28, reading, “Vote Jaxon for Mayor.”
This was the second time the Very Cavallari alum has shown his face on social media since he was born.

Right at Home

Kristin shared a glimpse into home life in Tennessee in a February 2025 post on Instagram featuring Saylor. Gushing over their bond, she showed how the two of them are spending their time in the winter baking and walking in the snow, captioning the photo carousel, “homebodies.”

Freakin’ Good

Trying the iconic Hattie B’s chicken for the first time, Kristin shared a video with her and her son Camden at the popular Nashville chain. 
“Never had it all these years,” Kristin said in a March 2025 Instagram Story. “Is it hot?”
Camden replied after trying a piece of the chicken, “Not really.”
The Hills alum and her son gave it the stamp of approval, captioning the story, “Wait, honestly, so freakin’ good.”

Catch up on season one of Honestly Cavallari: The Headline Tour online and on Peacock.

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