Kristin Cavallari recently stirred the pot during the premiere of her new reality show, “Honestly Cavallari: The Headline Tour,” where she candidly discussed her past relationships with fellow Laguna Beach castmates Lauren Conrad and Lo Bosworth. The show, which aired on June 4, 2025, showcased Cavallari’s trademark humor and honesty, but it also unveiled some unexpected feelings about her former friends.
During an on-stage drinking game with guest Kim Zolciak-Biermann in Atlanta, Cavallari was asked a provocative question: if she had to spend a night in prison with either Lauren Conrad or Lo Bosworth, who would she choose? Initially hesitant, Cavallari playfully dodged the question. However, after some encouragement from the audience, she declared, “I hate Lo more if you can believe it or not,” much to the amusement of the crowd.
This revelation comes as a surprise to many, considering Cavallari and Bosworth’s long history of friendship and rivalry portrayed on reality television. The two, along with Conrad, were at the center of the drama during their time on Laguna Beach and its spinoff, The Hills. Cavallari’s comments, however, were not entirely serious, as she later clarified that her remarks were made in the spirit of entertainment. “I have zero beef with Lo. That doesn’t even cross my mind,” she explained, emphasizing that she was just playing along with the game.
The dynamics among the three women have always been complex. The rivalry between Cavallari and Conrad was often fueled by their mutual affection for their high school crush, Stephen Colletti. In a previous podcast episode, Conrad admitted that while they weren’t exactly best friends, their relationship was exaggerated for the cameras. Cavallari echoed this sentiment, stating that the drama was often amplified by MTV producers.
Cavallari’s issues with Bosworth, on the other hand, stemmed from their differing loyalties during their time on the shows. Bosworth was Conrad’s best friend, which complicated her relationship with Cavallari. A source revealed that Bosworth had made some hurtful comments about Cavallari, which contributed to the tension between them. Despite this, Cavallari insists that her comments about Bosworth were made in jest and that she has moved on from any past grievances.
Reflecting on her time in reality television, Cavallari noted that she understood the game and how to navigate it from the beginning. “I went [to the casting] and the questions were like, ‘Who do you think is going to be prom queen?’ I was like, ‘I don’t know and I don’t care as long as it’s not Lauren Conrad,’” she recalled, showcasing her awareness of how to create drama for the cameras.
In a recent interview, Bosworth also addressed the challenges of their reality TV experiences, explaining that the intense competition and manipulation from producers often caused rifts among the cast members. She described the environment as “blood-sport,” where young women were pitted against each other for entertainment value.
Cavallari’s new show, “Honestly Cavallari: The Headline Tour,” airs on E! every Wednesday at 10 p.m. ET, and promises to delve deeper into her life and relationships, both past and present. As fans tune in to watch, they can expect more candid moments and perhaps further insights into the complicated friendships that have defined Cavallari’s reality TV journey.
With her signature blend of humor and honesty, Kristin Cavallari continues to captivate audiences, proving that even after years in the spotlight, she remains unfiltered and relatable. As she navigates her reality television career, fans are eager to see how her relationships evolve and whether she will address any lingering tensions with her former castmates in future episodes.
