Home News Blitz 2

The Messy Timeline: 5 Shocking Truths Kristin Cavallari Revealed About Her Romance With Craig Conover

• minute read
Contents

The long-standing rumors about a secret romance between reality TV titans Kristin Cavallari and Craig Conover were officially confirmed in mid-2025, but the full story is far messier than fans ever imagined. During her highly-anticipated "Honestly Cavallari: The Headline Tour" podcast special in June 2025, the *Laguna Beach* alum delivered a truth bomb, detailing the short-lived relationship, the infamous timeline overlap with Craig’s current girlfriend, Paige DeSorbo, and the "wake-up call" that prompted her to step away. The revelations finally set the record straight on one of the most persistent crossover rumors in the Bravo universe, providing a fresh, candid look at the dynamic between the Uncommon James founder and the *Southern Charm* star.

The core of the drama centered on the exact timeline of events, which Cavallari herself clarified to address years of speculation that her fling with Conover had complicated the start of his serious, three-year relationship with *Summer House* personality Paige DeSorbo. While both stars maintained they were just friends for a long time, the full confession confirmed a brief romantic connection that has since become a major talking point for fans of both the Charleston and Hamptons-based reality shows.

Kristin Cavallari and Craig Conover: Full Biographical Profiles

The connection between Kristin Cavallari and Craig Conover is a fascinating intersection of two distinct reality television dynasties—the West Coast teen drama of the early 2000s and the modern Southern lifestyle shows. Their professional lives, however, have evolved well beyond their initial reality TV roles, cementing their status as successful entrepreneurs.

Kristin Cavallari

  • Birth Name: Kristin Elizabeth Cavallari
  • Born: January 5, 1987 (Age 38 as of December 2025)
  • Birthplace: Denver, Colorado
  • Career Highlights: Rose to fame as a main cast member on MTV’s *Laguna Beach: The Real Orange County* (2004–2005) and later starred on its spin-off, *The Hills* (2009–2010). She also starred in her own E! reality show, *Very Cavallari* (2018–2020).
  • Business Ventures: Founder and CEO of the lifestyle brand Uncommon James (jewelry, homeware, and skincare), Uncommon Beauty, and the children's clothing line Little James Clothing. She is also a successful author.

Craig Conover

  • Birth Name: Craig Conover
  • Born: February 9, 1989 (Age 36 as of December 2025)
  • Birthplace: Fenwick Island, Delaware
  • Career Highlights: Main cast member on the Bravo reality series *Southern Charm* since its debut in 2014. He is also a licensed attorney, having graduated from Charleston School of Law.
  • Business Ventures: Founder and face of the successful home décor company Sewing Down South, which specializes in Southern-inspired pillows and lifestyle products. He is also a partner in the beverage company Spritz Society.

The Confession: What Really Happened with Craig Conover

The rumors linking Cavallari to the *Southern Charm* cast—specifically Conover and his co-star Austen Kroll—began circulating in 2020 following her divorce from former NFL quarterback Jay Cutler. While a business partnership developed between their respective brands, Uncommon James and Sewing Down South, the romantic speculation reached a fever pitch. Cavallari’s June 2025 podcast tour finally provided the definitive answer, confirming the romance and addressing the timeline that had caused so much confusion among fans and fellow cast members.

1. The Kiss Was Real, The Relationship Was Brief

Kristin confirmed that she and Craig had a short-lived romance. She clarified that the relationship was brief and that it was a "hookup" situation that did not progress into a serious, committed relationship. This admission put an end to years of speculation and denial, confirming that the chemistry viewers sensed in their joint appearances was, in fact, real.

2. She Denied Sliding Into His DMs

A persistent rumor suggested that the initial connection between the two stars began with Cavallari "sliding into" Conover’s direct messages on social media. The entrepreneur firmly shut this rumor down during her tour, asserting that the narrative was false and slamming the idea that she had initiated the contact in that manner.

3. The Crucial Timeline Overlap with Paige DeSorbo

The most shocking element of the story was the timeline controversy involving Paige DeSorbo, Craig’s girlfriend. Cavallari admitted that her brief romance with Conover did, in fact, overlap with the very beginning of his relationship with the *Summer House* star. While Conover and DeSorbo have been a dedicated couple for over three years, the initial period was messy, and Cavallari’s confirmation highlighted the drama that unfolded behind the scenes of the Bravo universe.

Why Kristin Ended the Romance: A "Wake-Up Call"

Despite the initial excitement and the clear connection, Kristin Cavallari was the one who ultimately decided to end the brief romance with the Charleston attorney. Her decision was rooted in a realization about her own personal life and what she was truly looking for post-divorce. This candid explanation provided fans with a deeper understanding of her mindset during that period.

4. The Romance Was a "Wake-Up Call"

Cavallari described the fling with Conover as a "wake-up call" that helped her realize she was not yet ready to be in a serious relationship. Following her high-profile divorce, she was navigating the world of dating, and the brief entanglement with the *Southern Charm* star made her recognize that she needed more time to focus on herself and her three children before committing to a new partner.

5. She Confirmed She Never Hooked Up with Austen Kroll

To further clean up the messy narrative, Cavallari also used the opportunity to address the long-standing rumors about Conover’s best friend and co-star, Austen Kroll. While the trio often spent time together in Nashville and Charleston, she definitively denied ever having a romantic relationship or hookup with Kroll. She did, however, confirm a kiss with Craig, making it clear that the romantic tension was strictly between her and the Sewing Down South founder.

The Current Dynamic: Friendship and Business First

Despite the complicated romantic history and the messy timeline, both Kristin Cavallari and Craig Conover have successfully navigated the transition back to a platonic relationship. The drama, which played out in the public eye and was a significant source of tension for the Bravo reality world, has not seemed to jeopardize their business relationship or their friendship.

Today, the two entrepreneurs maintain a cordial friendship. Cavallari has publicly stated that she has no ill will toward Conover or Paige DeSorbo, and she is happy for their three-year relationship. This maturity is a testament to both Cavallari and Conover’s focus on their thriving business empires. Conover continues to expand his home décor brand, Sewing Down South, while Cavallari remains the busy CEO of Uncommon James and Uncommon Beauty, all while continuing to share her personal life and dating lessons on her popular podcast, *Honestly Cavallari*.

The full story, which was a major headline throughout the summer of 2025, serves as a compelling reminder of how interconnected the world of reality television has become. From the beaches of *Laguna Beach* to the mansions of *Southern Charm*, the brief, confirmed romance between Kristin Cavallari and Craig Conover will forever be a legendary chapter in the Bravo crossover universe.

kristin cavallari craig conover
kristin cavallari craig conover

Detail Author:

  • Name : Mr. Ricky Herzog IV
  • Username : citlalli97
  • Email : morar.arthur@paucek.biz
  • Birthdate : 2007-09-29
  • Address : 2529 Marcia Greens Suite 929 Osinskiport, OK 35667
  • Phone : 1-310-282-7454
  • Company : Roob-Brekke
  • Job : Real Estate Association Manager
  • Bio : Laudantium qui aut sit ut exercitationem ea. Accusamus ut quisquam laborum dolore. Eum beatae officia quia perspiciatis pariatur pariatur illum. Magni et amet id.

Socials

instagram:

  • url : https://instagram.com/johnnie_dev
  • username : johnnie_dev
  • bio : Rem minus totam velit. Qui quod quod tempora in. Ut eaque rerum modi placeat alias.
  • followers : 1886
  • following : 1593

twitter:

  • url : https://twitter.com/johnniebednar
  • username : johnniebednar
  • bio : Illum earum iure est dolorem sunt. Deserunt ea non quia assumenda numquam. Qui corporis necessitatibus odio et.
  • followers : 3772
  • following : 65

linkedin:

tiktok:

Random Posts