Kristin Cavallari and Craig Conover’s relationship started like most people’s love life these days: with a DM. Yes, just like most of us, this couple started talking after Kristin sent a message to Craig telling him, “I’m coming into town.”
Kristin Elizabeth Cavallari is an American author, businesswoman in the fashion industry, and television personality. She gained most of her popularity through appearances on The Hills, a Laguna Beach: The Real Orange County spinoff, which lasted from 2004 to 2006. She started her jewelry, accessory, and home line, Uncommon James, in 2017.
On the other hand, Craig Conover is a reality TV star, television personality, social media influencer, lawyer, and businessman from the United States. He is best recognized for his work on the Bravo television show “Southern Charm.”
That said, did you know that Kristin and Craig were not the ones who initially sparked dating rumors? On their first social media sighting, Kristin, Craig, and another reality star, Austen Kroll, was spotted hanging out with her friend, Justin Anderson.
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Austen Kroll was fast to deny the news of him and Kristin dating in a Watch What Happens Live episode with Andy Cohen. In that interview, Austen explained how Kristin, Craig, and he just hit it off after spending time together. He also clarified how he and Kristin are fresh out of their long-term relationship and are not looking for anything.
Besides those rumors, Kristin was also accused of having a love triangle with the two men who became close to her. Social media and news outlets were in a frenzy talking about the true nature of the relationship between these three, which is why Kristin decided to step in and end the speculation.
In an Instagram story, Kristin explained her relationship with the two men. She clearly stated that there is no love triangle, and the only love triangle she had was documented in high school with her Laguna Beach co-stars, Stephen Colletti and Lauren Conrad.
However, if you are still intrigued about Kristin Cavallari and Craig’s relationship, let’s get deeper into how it all started.
November 2020
Kristin and her closest friend, Justin, visited Charleston. Austen told US Weekly that he and Craig went to dinner with them and had been in a group chat ever since.
December 2020
A few months after the meeting, Craig and Austen were seen in Nashville with Kristin and her BFF Justin. Kristin sparked romance speculations with Austen during their hangout, but she soon denied them on social media.
January 2021
Austen’s ex-girlfriend Madison LeCroy wasn’t as thrilled about the idea, despite Craig’s claims that he was okay with Austen maybe hooking up with Kristin.
Things quickly went south after Madison started her relationship with Kristin’s ex-husband Jay Cutler in January 2021, which is why it’s obvious that these two ladies are a little uncomfortable with each other.
To show that Jay sought her, Madison shared her alleged text exchanges with him, ending their brief relationship. Despite the drama, Jay and Kristin maintained a good relationship and even shared a photo on Instagram.
April 2021
Kristin Cavallari might appear on Southern Charm, according to Craig Conover, who also revealed to Us that he expected her to be present for launching his Sewing Down South flagship store in Charleston later that year.
June 2021
Kristin Cavallari and Craig Conover are hanging out with Austen Kroll again in Charleston. It happened after Winter House wrapped production and coincided with rumors that Paige and Craig were hooking up.
July 2021
Kristin clarified her dating status on Instagram, claiming she was “single” despite speculations. The businesswoman said she was in a platonic relationship with the two guys in question, Craig Conover and Austen Kroll.
October 2021
After months of rumors, Craig Conover and Paige DeSorbo’s relationship status was finally confirmed.
January 2022
On the January 31 Summer House episode, Craig Conover stated that he and Kristin had engaged in sexual activity. Lindsay Hubbard noted on the attack, shot in July 2021, that Craig and not Austen are said to have hooked up with Kristin after beginning a friendship over a year earlier.
February 2022
The month after the ‘hook up’ was revealed, Kristin denied the claims and said Craig was making it up.
Later, Paige DeSorbo gave details about the purported communications that Craig Conover exchanged with Kristin Cavallari on the February 14 episode of Summer House, filmed in July 2021.
The pair talked about the alleged love triangle between them and Austen and how Kristin lied when she said she never dated any of the two men.
March 2022
Kristin Cavallari denies dating, but Craig Conover is optimistic that he and Kristin had an excellent relationship. He nonetheless told E! News that when Kristin was regularly mentioned in drama on Summer House earlier in the year, he felt it was unfair how she was forced into a show she was not in.
The Bravo personality blamed Lindsay Hubbard, stating that their friend group already knew about his alleged hook-up with Kristin Cavallari.
Craig Conover and Kristin Cavallari’s relationship is a mess. From the alleged triangle and hook up’s, this is something that went from 100 to 0 quickly.
There is no telling how this story ends, but fans are intrigued about the truth. Are they not together? Did they hook up? Was there a love triangle? Nothing is clear, but this is what the media likes and will undoubtedly continue to latch unto.
Everything might have started well for these two after sliding on each other’s DM, but it didn’t end well. Kristin Cavallari and Craig Conover still left fans with a big question mark to ponder after all the statements they made.
Whether all rumors and allegations are true or not, we hope to see Kristin Cavallari and Craig Conover in a better state and back to their good old days when they were happy having each other around.

