Kristin Cavallari can’t deny her special connection with Harry Jowsey.
In a special preview from TopMob News, the former star of “Laguna Beach” invites the guest star from “Too Hot to Handle” to join her on the live tour of her podcast, “Let’s Be Honest.” This is an exciting sneak peek at TopMob’s upcoming event titled “Honestly Cavallari: The Headline Tour.
Kristin acknowledges finding similarities between herself and Harry Jowsey in a private conversation shown during the June 10 sneak peek. She notes that his public image as a “playboy” doesn’t truly reflect who he is because when you get to know him, he’s incredibly kind-hearted.
Transition to a reminiscence scene showing Harry, during a previous visit, on Kristin’s podcast, with the evident charm between them.
In a playful manner, when he quips, “I’m not abstaining from romantic relationships intentionally,” Kristin responds with a wink, “Tonight, we’ll shatter that streak!
Inside the confession booth, the 38-year-old openly disclosed, “To be honest, I’m never shy about showing interest, if you catch my drift.
During their reunion at the live show in Chicago, the two celebrities from reality TV are shining brightly as they converse about Harry’s life under the limelight.
As a die-hard admirer, I can’t help but echo her words: “She declares he’s aiming for groom material.” But in all honesty, I’ve been striving for abstinence, only to find myself slipping up time and again.
As a die-hard fan, I couldn’t help but seize the moment when Kristin posed her intriguing query to the influencer: “Of all the high-profile celeb relationships, which one has been your most memorable? Surely, we deserve to know, don’t we?
In this situation, when someone in the crowd calls out “Kristin”, Harry replies with a chuckle, acknowledging, “Kristin is definitely my top choice”, to which Kristin retorts sharply, “Get lost!”.
As a die-hard admirer, I can’t help but ponder over the intriguing rumors swirling around my beloved icons, Kristin Cavallari and Harry Styles. Although they’ve never confirmed any romantic entanglement, an insider from “Honestly Cavallari” dared to ask her if there’s a hidden spark between them, something I like to call ‘underlying sexual tension.’ And oh boy, the mere mention of it left her cheeks flushed with the heat of anticipation.
In a somewhat bashful manner, Kristin hesitates before responding, “Let me think… how should I respond to this question?” or “Give me a moment… let me decide on the right answer.
Catch more moments of Kristin and Harry’s playful reunion during the broadcast of Honestly Cavallari: The Headline Tour, which will be aired on TopMob this Wednesday at 10 p.m.
In the meantime, keep reading to catch up with Kristin’s star-studded dating history.
In my line of work as a lifestyle expert, I can tell you that first loves often leave an indelible mark on our hearts, especially when they’re played out under the watchful eye of cameras, like in the case of Kristin Cavallari and Stephen Colletti. As viewers, we were privy to their love story unfold over two seasons on ‘Laguna Beach’, a relationship that started a year before filming commenced. The triangular dynamic between them and Lauren Conrad became one of television’s most memorable love triangles.
In my memoir, “Balancing in Heels,” penned in 2016, I shared that my journey with Stephen was one of intense passion and unyielding determination. Our romance, initially sparked during high school, evolved into the heart of a widely acclaimed television series. To me, Stephen represented the essence of what mattered most in life. However, the disputes we had on set felt like exposing our private conflicts to the world.
Despite their relationship not surviving beyond high school, they’ve managed to maintain a friendship. In fact, Kristin mentioned that he might be open to appearing on her show, Very Cavallari.
In an interview with TopMob News last year as a lifestyle guide, Talan Torriero of Laguna Beach opened up about the misconceptions surrounding the LC-Stephen-KCav triangle. He shared, “The public eye often overlooked the numerous other intriguing plotlines unfolding off-camera. It wasn’t just me, but even Kristin and Lauren had their own captivating tales. In fact, Lauren dated some fascinating guys during high school who preferred to stay out of the spotlight or were merely background players on our show.
Regarding his tumultuous relationship with Kristin, Talan stated that there were connections established prior to the show’s debut, including some casual encounters. He explained that he didn’t start spending time with Lauren until his second season, while his relationship with Kristin spanned from their junior to senior years, on and off.
In the second season opener of “Laguna,” Stephen feels crushed upon discovering that Kristin has found a new love interest since his departure to college, namely Matt, who attends USC.
It turned out that the individual at USC was none other than Matt Leinart, their renowned quarterback who later played in the NFL. However, unlike what was expected, Matt never made an appearance on the popular MTV show and his relationship with Kristin didn’t last long.
In 2008, there were whispers about a possible reconciliation between them after they were seen together in Las Vegas, but Kristin and Matt never formally reunited in an official sense.
In the subsequent seasons of “The Hills,” Kristin and Brody Jenner portrayed a romantic relationship that was staged. However, it’s worth noting that before their time on “The Hills,” they had actually dated in real life. This occurred shortly after Kristin’s tenure on “Laguna Beach” ended, when they were introduced by Talan.
She revealed in 2012 on Bethenny that she dated Brody when she was 18, shortly following Laguna Beach. However, on The Hills, they portrayed us as dating for several episodes.
In 2006, they had an offical end to their relationship that had been on-again, off-again for nearly a year. She explained to People magazine, “It’s challenging because I’m working so much these days,” but added, “We remain good friends.
In early 2006, Kristin and Nick Lachey, the singer of 98 Degrees, generated whispers of a romantic connection. This occurred a year following his well-publicized separation from Jessica Simpson, his former spouse at that time.
As for those whispers circulating back then, let me set the record straight: There was simply nothing to discuss, no hidden stories unfolding. He’s an agreeable chap, undeniably, yet our relationship can be categorically defined as a friendly one.
Initially, she claimed that she was avoiding the sudden, intense spotlight. However, eventually, she confessed it was merely an attempt to evade the glaringly hot focus on her.
In her November 2024 episode of the “Let’s Be Honest” podcast, she described a period in her life as exceptionally chaotic due to an abrupt surge in media attention. This resulted in her being the subject of numerous tabloid covers and having paparazzi constantly trailing her movements, even waiting outside her home.
After wrapping up his “Newlyweds” chapter with Jessica, she commented, “This was undeniably the most significant event in 2006,” she continued. “It was quite an exhilarating journey.
Following the demise of her relationship with Brody, Kristin started seeing Nick Zano, a popular actor who gained recognition through his role in the sitcom ‘What I Like About You’ on The WB.
The relationship between them was quite intense, as evidenced by Kristin having his initials permanently inked onto her wrist.
But when the pair called it quits in December 2007, Kristin had the tattoo removed.
During her stint on The Hills, Kristin was portraying on-screen romances with both Brody and Justin Bobby Brescia, but in reality, she was discreetly seeing someone off-camera.
In the year 2010, Kristin was in a secret relationship with MTV cameraman Miguel Medina, even keeping it hidden from her fellow cast members Heidi Montag and Audrina Patridge.
She shared with her ex-colleagues during a Very Cavallari episode that we had been secretly seeing each other for several months. At the same time, I was dating Brody on the show, while Miguel was unknowingly capturing our relationship on camera.
Later, she explained that their relationship became public during the final stages of their professional collaboration, as it had been photographed by the press a week prior to completing the show at the airport, thereby leading to them being discovered.
Not long after ending her relationship with Miguel, Kristin attracted the attention of NFL quarterback Jay Cutler, who was playing for the Chicago Bears at the time. A year into their romance, Jay made a significant move by proposing in 2011. However, their relationship didn’t last much longer, as Kristin called it quits a few months later. She revealed in her book “Balancing In Heels” that there were some aspects that needed adjustment.
In the heat of my fandom passion, I can’t help but share the story of my beloved couple – the Xs and Os creators. In August 2012, they proudly welcomed their firstborn son, Camden, into the world, and in June 2013, they exchanged vows, forming an unbreakable bond. Fast forward to May 2014, they expanded their family with another son, Jaxon, and in November 2015, their beautiful daughter Saylor joined the team.
Their union seemed like a dream come true, but since their surprising divorce announcement in April 2020, Kristin has bravely opened up about the behind-the-scenes dynamics of their relationship, shedding light on their locker room secrets.
In an interview for The School of Greatness podcast in 2022, she admitted that the most terrifying experience of her life was going through a divorce. However, she also shared that it turned out to be the best decision she’s ever made, serving as a catalyst for her personal growth and self-discovery, helping her learn more about herself now.
After my divorce from Jay, I attempted to find humor in the company of Los Angeles-based comedian Jeff Dye. However, even though we exchanged ‘I love you’ during a January 2021 Instagram Live, sources close to us told TopMob News in March that our relationship wasn’t as deep as it seemed. Essentially, I was just enjoying the moment.
In November 2024, the comedian admitted that they never had a serious relationship. However, he acknowledged that she led him to believe there could be a possibility between them. He described her as acting affectionately towards him, similar to treating a pet puppy.
By August 2021, Kristin had discovered a fresh duet collaborator in country artist Chase Rice. An informant shared with TopMob News that their partnership was still casual and in its early stages at the time. “Kristin has attended one of his concerts already, and they’re enjoying themselves,” the source added.
It was discovered after several weeks that the Nashville residents had been entertaining themselves with individual performances. Kristin herself announced on Instagram that she is not in a relationship at the moment.
In late 2024, I openly admitted a past episode in my love story – the brief flirtation I had with the renowned country singer, Morgan Wallen. However, the rest of my love life’s pages remain untold for now.
On the December edition of Bunnie XO’s Dumb Blonde podcast, I expressed that he was an exceptional companion for intimate moments, and excelled in our shared experiences.
And he’s got some smooth moves out of the bedroom as well.
On our initial outing, he truly exhibited chivalry, as she explained. In addition, he simply took charge, stating, ‘I’ll come to get you, I’ll decide the location,’ just taking care of everything seamlessly. Later, after visiting a specific venue, “He kissed me in the rain,” she shared, which was the most endearing moment.
Despite Kristin labeling Mark Estes as the “best boyfriend” she’s ever known, she was open about the challenges she faced due to their thirteen-year age difference.
Reflecting on my experiences as a lifestyle guide, I parted ways with Mark recently, acknowledging that our long-term future together wasn’t aligning as it should. This decision wasn’t rooted in a lack of love or any negative events; nobody cheated, nor were we unkind to each other. Simply put, nothing significant triggered the split. Breakups like these, where there’s no obvious cause, are often the most challenging, I believe.
Essentially, she said, “In the end, I believe he should live through different experiences because he’s still young. I can feel my age a bit more now, just from life experiences. When I was 24, so much had already happened in my life. Those years are significant; they shape who you become. It’s during these years that people often discover themselves, and it seems important for him to have that chance.
In the months following playful hints suggesting a relationship with an ex-athlete, Kristin clarified during her podcast in April 2025 that it was indeed a retired NHL player she had been referencing.
She noted that he is an individual who has put considerable effort into personal growth, and our connection was incredibly profound. Regarding the romance, she described it as one of the most profound relationships I’ve experienced in my life.
Later that day, Nate talked about their relationship during an episode of his podcast, Energy Line, mirroring Kristin’s glowing compliments.
I found her truly remarkable,” I enthused. “Our interaction was enjoyable, but unfortunately, circumstances beyond our control didn’t allow for things to continue smoothly.
Watch a brand new episode of Honestly Cavallari: The Headline Tour Wednesdays at 10 p.m. on TopMob.
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2025-06-10 18:17