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In the premiere episodes of Actually Cavallari: The Headline Tour, the 38-year-old star candidly discussed her experiences on The Hills, sharing her genuine feelings about her former co-stars, Lauren Conrad and Lo Bosworth. She also delved into her dating life and her interactions with high-profile celebrities, providing a behind-the-scenes look at the glamorous yet challenging world of reality television.

The show follows her live speaking tour, featuring The Real Housewives of Atlanta alum Kim Zolciak-Biermann as her first guest during a stop in Atlanta, Georgia. This collaboration brings together two iconic figures from reality television, promising an entertaining mix of stories and laughter that will resonate well with fans of both shows.

During a fun drinking game, Kim playfully asked Kristin, “If you had to spend the night in jail with Lauren Conrad or Lo Bosworth, who would you choose?” This question sparked laughter and curiosity among the audience, as both names are iconic in the realm of reality TV. Kristin’s response was highly anticipated, given her history with both women.

Kristin had to either answer the question or take a shot, and in a surprising twist, she opted to dodge the question and took the shot instead. This choice added an unexpected twist to the game, keeping the audience guessing about her true feelings towards her former co-stars.

“Should I just drink?” Kristin asked before taking a shot and chasing it with orange juice. “Oh, my God, I hate you guys,” she exclaimed, showcasing her playful yet competitive spirit during the game. This moment highlighted the fun atmosphere of the show, where laughter and lightheartedness take center stage.

However, later in the episode, during a meet-and-greet with fans, one audience member floated the question again: “So, is it Lauren or is it Lo?” The audience was eager to hear Kristin’s thoughts, knowing her history with both women and the drama that has unfolded over the years.

“I actually hate Lo more if you can believe it or not,” she quipped, bursting into laughter afterward. This candid remark not only entertained the audience but also hinted at the complex dynamics that have existed among the trio over the years.

Following the episode’s premiere, Kristin clarified what she meant by her comment during an interview with Us Weekly. Her honesty and willingness to discuss past conflicts show her growth and maturity over the years.

“I mean, I’ll play that game. I will answer that question. You know what I mean?” the reality star explained, adding, “I think everyone kind of knows my history with Lo and the whole Birkin bag drama, so I don’t think that’s any surprise to people who really understand the history.” Her transparency reflects her journey and the lessons learned from her experiences.

“I have zero beef with Lo. That doesn’t even cross my mind. You know what I mean? But I will play the game and answer the question for fun,” she added, showing her ability to engage in playful banter while acknowledging past conflicts.

During her time on The Hills from 2009 to 2010, Kristin faced accusations from some co-stars regarding drug use, adding to the drama of the show and impacting her reputation.

“One of the producers bribed Lo [Bosworth], Audrina [Patridge] and Stephanie [Pratt] and promised them he would buy them gifts if they called me out on camera for doing drugs,” Cavallari claimed in a 2016 interview with Us Weekly. “Then Lo said, ‘Can I have a Birkin bag?’ and he said yes. She never ended up getting the Birkin. You need to get that s–t in writing! It ended with all the girls and I, our managers, agents, producers, and lawyers in a room. I was told it wasn’t going to be a storyline, and sure enough, it was.”

While Kristin may not see eye-to-eye with Lauren Conrad and Lo Bosworth, she has maintained friendships with some of her Laguna Beach castmates over the years, demonstrating her ability to keep connections alive despite past controversies.

Talan Torriero, Jessica Evans, Jason Wahlher, Alex Murrel, and several other MTV stars joined her on stage, with Talan, who dated Kristin in high school, offering a warning for her regarding her current dating life.

“I’m lit up,” he shared while holding a red solo cup, signaling a fun and relaxed atmosphere. “I’m sorry,” he jokingly added, showing his playful demeanor during the event.

Later in the episode, Talan reminisced about the moment he asked Kristin to prom, highlighting the innocence of their past relationship while also noting that he was a “good guy” in high school, contrasting with Kristin’s current view of him as a “bad boy.”

“I’m slowly turning into a Montana boy,” Talan joked, referencing Kristin’s ex and Montana Boyz TikTok member Mark Estes. “By the way, I’m out of beer,” he added lightheartedly, contributing to the comedic banter of the show.

“These guys just love to put me down in front of everyone,” she confided to her best friend Justin Anderson toward the end of the episode. “Every guy in my life has done that to me. It’s so f–ked up. Talan, f–k you,” she quipped, showcasing her unapologetic personality and humor.

When Kristin is tight-lipped about spilling the tea, we can always rely on someone around her to do it instead. Her friends often provide insights and updates on her life, adding an entertaining layer to her story.

Justin took matters into his own hands during a fan Q&A segment, where he was asked about Kristin’s dating life and how she manages it alongside her responsibilities as a mother to three children — Camden, 12, son Jaxon, 10, and daughter Saylor, 9 — whom she shares with her ex-husband Jay Cutler.

“It’s been a lot with my kids in the last year,” the Very Cavallari alum admitted. “I now have them much more than I did, so dating hasn’t been the priority. In nine years when my kids are off at school, I’m gonna be everywhere in the world with all the guys doing all the things,” she shared, looking forward to the future while prioritizing her family.

Understanding that the audience wanted more, Justin revealed, “She recently went on a date with — she’s gonna be so mad at me actually,” the celebrity hairstylist declared, “with Glen Powell! And I wanted it to happen so badly! Top Gun, bitch!” His revelation added a layer of excitement and curiosity regarding Kristin’s dating life.

Kristin exclaimed from the stage: “Justin!” showing her surprise and playful annoyance at his comment.

The episode then featured a flashback of Justin and Kristin discussing the moment Glen allegedly ran into her during a night out. This reminiscing added a nostalgic touch to the episode, providing viewers with a glimpse into Kristin’s past romantic encounters.

“We were partying in Greece, and then Glen just came up,” Justin recounted before Kristin interjected, “Literally bumped into me.” This playful exchange highlighted their fun dynamic and the carefree nature of their past experiences.

“And then you guys had a really fun night together,” Justin added, to which Kristin admitted, “I never f–ked him, just putting that out there.” This candid admission showcased Kristin’s straightforward approach to discussing her past relationships.

Justin then asked, “You guys dry humped, though?” After a pause, Kristin smiled and replied, “Yeah, we did,” as they both laughed, illustrating the lighthearted banter and camaraderie between them.

Following her exhilarating premiere episode, Kristin made an appearance on the Wednesday, June 4 episode of Watch What Happens Live with Andy Cohen, where she also opened up about her brief romance with Craig Conover after landing Andy Cohen’s Truth Bomb segment, adding another layer of excitement to her media presence.

“So, Craig and I were friends first, [then] then it turned romantic for two seconds. The moment I caught wind of [his relationship with] Paige [DeSorbo], I very politely excused myself from the situation,” Kristin told Andy. Her ability to navigate complex relationships showcases her maturity and understanding of her priorities.

When Andy inquired if there was “overlap in your relationships,” Kristin added, “There was a picture of Craig and Paige in New York — I will never forget it — and it looked like they were kind 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 said, ‘Hey, let’s just be friends.’” Her candidness about her past relationships adds depth to her character and resonates with viewers who can relate to such experiences.

Actually Cavallari: The Headline Tour airs Wednesdays on E!