Kristin Cavallari Details Awkward Bobby Flay Encounter

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Kristin Cavallari is truly in her honest era.

As I eagerly await the debut of my new TopMob reality series, “Honestly Cavallari: The Headline Tour”, here I am, answering all your intriguing questions about my celebrity friends, adversaries, and guests from my popular podcast, “Let’s Be Honest”.

To begin with, Kristin disclosed the reason behind Bobby Flay being the celebrity who caused her to blush the most, given their DM date mishap from last year. Simultaneously, at 38 years old, she explained why she felt the most anxious about meeting up again with her past love triangle members, Craig Conover and Austen Kroll, during her live podcast tour, which was documented for Honestly Cavallari.

Additionally, you might be surprised by the frank, explicit sexual admission that Harry Jowsey made during their recording session.

Check out the exclusive video above and keep reading for all of Kristin’s truth bombs.

TopMob News inquiry: Who among your previous podcast guests made you feel the most apprehensive, and for what reason?

I’d say Craig and Austen, mainly because there was a chance that something unexpected might be revealed.

As a die-hard fanboy, let me tell you, there’s no one who cracks me up quite like Harry! His humor is gold, he’s quick-witted, and his charisma simply never fades. Every conversation with him is a blast!

TopMob: Which of your guests revealed the most intimate secrets?
KC: I’d go with Harry. Harry was quite open and didn’t mince words, which I found refreshing. He discussed a wide range of topics, from sharing stories about licking women’s private areas to his father’s passing. Essentially, we delved into everything.

TopMob: Is there anyone you’d like to invite to your podcast who you have unresolved issues with, in the hope of resolving those issues?
KC: I don’t have any unresolved conflicts with anyone, do I? Perhaps Scott Disick, though.

TopMob: Could you name three individuals you’d most like to interview?

KC: Here are three people whose interviews I would find fascinating: Kate Moss, who is a true fashion legend and has countless intriguing stories. I’m eager to hear her tales. I adore Sienna Miller, another individual with an abundance of captivating stories, and I’d love to learn about her beauty tips. Lastly, I have a soft spot for Brandon Sklenar.

TopMob: Who has ever made you feel flustered or turned a shade of red around?

KC: Honestly, it’s quite rare for me to get flustered or blush. But if I have to pick someone, it would probably be Bobby. Our conversation about the misunderstanding we had, where I thought he was asking me out, might have caused a bit of awkwardness.

In your own words, who among your guests did you feel a strong connection with or found particularly relatable?

I’ve connected with many of my guests for various reasons. For instance, I felt like the cast from Laguna was similar to our high school years. As for Stassi Schroeder, I can relate to her because we both have experience in the reality television world.

On Wednesdays starting from June 4th at 10 PM, you can catch Cavallari on TopMob. Meanwhile, delve into some heartwarming family moments shared by Kristin and her three adorable children.

Kristin Cavallari expressed her birthday wishes for her son Jaxon (son she had with ex Jay Cutler) in a post on May 2022, turning 8. In the post, she hid his face behind a gold balloon shaped like an eight. She mentioned that it becomes increasingly difficult to find creative ways to hide their faces every year before they can be posted on birthdays. “I understand many of you may not get it,” she wrote, “but I want my children to decide for themselves about being on social media.”

In a subsequent part of the post, she described Jaxon as a mix of rebellious and kind, with a sweet spirit. She added that he never fails to keep things interesting, and expressed hope that he continues to grow into an incredible young man.

As a devoted mother who values privacy regarding my children’s images on social media, I recently posted a heartwarming snapshot of my trio – Camden, Jaxon, and Saylor – taking their dog for a walk. On weekends like these, my heart swells with joy, as the reality star that I am, I penned, “These weekends make me happy,” accompanied by a full heart emoji.

Kristin celebrated her daughter Saylor, who joined their family in November 2015, on her birthday by posting a photo of them walking side by side. In her November 2022 post, she expressed her affection for her youngest child, saying:

“You’re half tough and half sweet, strong yet sensitive, a tomboy and a girl. You always take care of others and have the kindest heart. Being your mom is my greatest joy.

In March 2024, the television personality presented her newly-minted boyfriend, Mark Estes (who was part of the Montana Boyz at that time), to her children a month after they began dating. This encounter was shared on an Instagram Story post showcasing him walking with one of her sons.

Although her kids initially showed reservations about her romantic past, they swiftly grew fond of Mark. He and she parted ways in September 2024. The reality star mentioned on her podcast, “Let’s Be Honest”, that same month, “My boys were thrilled about him. I think what excited my children the most was seeing me happy. I’ve been cautious to keep my personal life separate from them.

In September 2024, Kristin disclosed that her son Camden, born in August 2012, had decided it was time for him to have a larger presence on social media. As a result, he made a seldom occurrence in his mother’s cooking video. Later on Instagram, she expressed gratitude to those who pointed out her showing Camden’s face, stating, “I know. He’s grown up now and desires to be on social media, which is the only reason I showed him.” She further clarified that she wants her children to have control over their own social media presence, saying, “At 12 but acting 28, he is mature enough to make that decision now.

Kristin gave a seldom-seen peek of her and her hockey enthusiast daughter Saylor at a Nashville Predators game in December 2024. The former star of “Laguna Beach” daughter wore a yellow Predators jersey and had a “Go Preds” face sticker.

On a seldom occasion, Kristin offered a peek at her middle son Jaxon, born in May 2014, by sharing a photo of him creating a campaign poster for class elections on her Instagram Story, January 28. The caption read, “Vote Jaxon for Mayor.” This was the second instance where Kristin, formerly of ‘Very Cavallari’, has revealed his image on social media since his birth.

In February 2025, Kristin offered a peek into her life at home in Tennessee through an Instagram post showcasing Saylor. Overwhelmed by their special bond, she showcased how they were enjoying their winter days together, baking and strolling in the snow. She labeled the picture series, “homebodies.

Experiencing Hattie B’s famous chicken for the first time, Kristin recorded a video with her son Camden at the well-known Nashville eatery in March 2025. “I’ve never tried it all these years,” Kristin said in an Instagram Story. “Is it spicy?”

Camden tasted a piece of chicken and responded, “Not that much.”

The alum from The Hills and her son endorsed the dish, labeling their experience as “incredibly delicious” in the caption.

Don’t miss the premiere of Honestly Cavallari: The Headline Tour Wednesday, June 4, at 10 p.m. on TopMob.

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2025-06-03 18:19