Kristin Cavallari Confirms Brief Romance with Craig Conover

Kristin Cavallari has recently clarified the details surrounding her short-lived romance with Craig Conover, a star from Bravo’s *Southern Charm*. During an appearance on *Watch What Happens Live with Andy Cohen*, Cavallari, 38, described her relationship with Conover, 36, as a fleeting moment that quickly transitioned back to friendship. “OK, let’s talk about it,” Cavallari began on the June 4 episode. “Craig and I were friends first, then became romantic for two seconds. The second I caught wind of [his relationship with] Paige, I very politely excused myself from the situation.” This comment came in response to a question from host Andy Cohen regarding the timeline of her connection with Conover and any potential overlap with his relationship with Paige DeSorbo. Cavallari recounted a specific moment when she first learned about Conover’s budding romance with DeSorbo. “There was a picture of Craig and Paige in New York — I’ll never forget it — and it looked like they were sort of together. That was the first time anyone had seen them. That was the first time I had heard about it. I saw that picture, and I texted him and I said, ‘Hey, let’s just be friends.’” Conover and DeSorbo, who were together for three years, officially ended their relationship in December 2024. Cavallari’s brief romance with Conover occurred before he and DeSorbo became serious. This revelation has sparked interest among fans, especially considering Cavallari’s previous comments about her interactions with Conover. In 2023, Cavallari had mentioned on the same show, “I may have been drunk one night and kissed Craig,” while also denying any romantic involvement with his *Southern Charm* co-star Austen Kroll. The love lives of both Cavallari and Conover have been a topic of fascination for fans, especially as Cavallari navigated her post-divorce dating life. Cavallari and Conover’s friendship began in 2020, following her split from ex-husband Jay Cutler. The couple shares three children: Camden, 12, Jaxon, 10, and Saylor, 9. After her divorce, Cavallari was linked to several other notable figures, including comedian Jeff Dye and country singer Chase Rice, and she dated TikToker Mark Estes for seven months in 2024. Recently, during an episode of her new show, *Honestly Cavallari: The Headline Tour*, Cavallari’s best friend and celebrity hairstylist Justin Anderson revealed that she had gone on a date with actor Glen Powell. Cavallari humorously clarified, “I never f***ed him, just putting that out there,” while also confirming they had shared a playful moment together. The discussion surrounding her interactions with Conover and other celebrities has kept Cavallari in the spotlight, showcasing her candidness about her dating life and friendships. In a previous Instagram story, she addressed rumors about her relationships with Conover and Kroll, stating, “I haven’t dated anybody in a few months. These two guys who I have been linked to for the past year are my friends. That’s it. It’s possible for a grown woman to be friends with a grown man.” Cavallari’s openness about her dating experiences resonates with her fans, who appreciate her honesty and humor. The former reality star continues to make headlines, whether discussing her past relationships or her current endeavors in the entertainment industry. As she navigates her personal and professional life, Cavallari remains a beloved figure among fans, who are eager to follow her journey in love and friendship. Whether she’s sharing stories about her past romances or embarking on new adventures, Kristin Cavallari is undoubtedly a captivating personality in the world of Hollywood.

Kristin Cavallari Reveals Surprising Feud with Lo Bosworth

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.