Kristin Cavallari is making headlines once again, but this time it’s for a revelation that has left her both amused and somewhat stunned. During a recent episode of her podcast tour, her close friend Justin Anderson dropped a surprising nugget about her dating life: Cavallari had a date—and even a playful dry-hump—with actor Glen Powell. The moment took Cavallari by surprise, and while she accepted the playful jab from Anderson, she also remarked, "I’m going to leave what’s on the show at that. That’s already too much."
This public disclosure was made during a Q&A segment, where Anderson couldn’t help but share details about Cavallari’s romantic escapades. "She recently went on a date — she’s going to be so mad at me — with Glen Powell," he revealed. The enthusiastic hairstylist seemed thrilled about the possibility of a romantic connection, saying, "I wanted it to happen so bad. Top Gun, bitch."
Cavallari, who is known for her candidness, shared her own reflections post-revelation. She explained that while she didn’t fully recall what was said during the actual podcast episode, she was indeed caught off guard. “I was in shock. I mean, you will see my, that’s my actual reaction on the show. I did not expect that," she told Us Weekly.
The chemistry—or lack thereof—between Cavallari and Powell has been the subject of speculation among fans and followers. She humorously clarified, "I never f***ed him, just putting that out there." However, Anderson’s quip about their “dry-humping” left Cavallari in a chuckle, confirming that something playful did happen between them.
After the bombshell revelation, Cavallari was asked whether she regretted the exposure of her personal life on air. In true Cavallari fashion, she sidestepped the question, saying, “I am not going to answer that question.” This leaves fans wondering how much of her dating life the reality star is willing to expose moving forward.
Cavallari, 38, has had her fair share of relationships—her previous high-profile romance was with former NFL player Jay Cutler. Their marriage lasted seven years, yielding three children: sons Camden and Jaxon, and daughter Saylor. The couple announced their split in 2020 and finalized their divorce in 2022. In recent months, Cavallari was also linked to TikTok star Mark Estes before her date with Powell came to light.
Glen Powell, known for his role in Top Gun, has been navigating his own romantic landscape. He recently ended a three-year relationship with model Gigi Paris, just before filming his rom-com Anyone But You. Speculation about his on-screen chemistry with co-star Sydney Sweeney stirred rumors of a blossoming relationship, but both stars clarified that they are simply friends.
While Cavallari seemed unprepared for the public’s fascination with her dating life, she also expressed excitement about her latest project. The Honestly Cavallari: The Podcast Tour has been a delightful experience for her. “I’ve said a million times I would never go back [to reality TV] and I sort of stand by that, because this is not just about my day-to-day life,” she explained. The format allowed her to integrate her existing podcast tour with a visual element, and she described it as “the most fun” she’s ever had on a show.
Filming the podcast tour was a whirlwind adventure that took place over just two weeks, a remarkable feat in the world of television production. Cavallari emphasized that the crew took a hands-off approach, merely capturing real moments without interfering with the natural flow of conversations. “It was really enjoyable… the cameras really did feel like flies on the wall,” she described, giving fans the impression of genuine interactions.
As her podcast tour continues, Cavallari invites curiosity about her future dating life and how it might play out on-screen. Fans and followers will keenly watch to see how she balances her multidimensional persona as a mother, entrepreneur, and now a self-proclaimed open book regarding her romantic ties. The show Honestly Cavallari: The Podcast Tour currently airs on E! on Wednesdays at 10 p.m. ET, offering audiences an intimate glimpse into both her life and her perspectives on love.
In a world where relationships often play out in the public eye, Kristin Cavallari manages to navigate this landscape with humor and honesty, making her relatable even amid her celebrity status. As she navigates the ups and downs of dating, fans can anticipate more antics, laughs, and perhaps even surprises along the way.
Cavallari’s revelation about her escapade with Glen Powell serves as a reminder that even celebrities have their quirks and unexpected moments. The conversation surrounding her latest dating episode encapsulates not just the essence of her personality, but also how modern romance continues to unfold in the limelight, with unexpected twists and genuine emotions at its core. Whether fans will see more of her dating life unveiled remains to be seen, but one thing is certain: Kristin Cavallari is not afraid to share her journey, one delightful revelation at a time.