Kristin Cavallari Craig Conover Romance: Why It Ended

Kristin Cavallari is setting the document straight on her previous romance with Craig Conover.

The Hills alum, 38, briefly dated Conover, 36, earlier than he and Paige DeSorbo bought critical. 

“OK, let’s discuss it,” Cavallari mentioned on the Wednesday, June 4 version of Watch What Occurs Stay With Andy Cohen. “So, Craig and I have been buddies first, [then] grew to become romantic for 2 seconds. The second I caught wind of [his relationship with] Paige, I very politely excused myself from the scenario.”

When Andy Cohen, 57, requested if there was “overlap in your relationships,” Cavallari famous: “There was an image of Craig and Paige in New York — I’ll always remember it — and it appeared like they have been type of collectively. That was the primary time anybody had seen them. That was the primary time I had heard about it. I noticed that image, and I texted him and I mentioned, ‘Hey, let’s simply be buddies.’”

DeSorbo, 32, and Conover, who stars on Bravo’s Southern Attraction, have been collectively for 3 years till breaking apart in December 2024. 

Cavallari has beforehand spoken about Conover on Watch What Occurs, telling Cohen in 2023, “I could have been drunk one night time and kissed Craig,” and denying that something romantic occurred along with his Southern Attraction pal Austen Kroll. 

💣TRUTH BOMB💣 What was the character AND timeline of Kristin Cavallari and Craig Conover’s romantic encounter? #WWHL pic.twitter.com/2TpWBACs9E

— Watch What Occurs Stay! (@BravoWWHL) June 5, 2025

Stories swirled in July 2021 that Cavallari was concerned in a love triangle with Conover and Kroll.

“I haven’t dated anyone in a number of months. These two guys who I’ve been linked to for the previous yr are my buddies. That’s it,” she wrote through her Instagram Story on the time, including, “It’s potential for a grown lady to be buddies with a grown man.”

Cavallari and the Bravo stars first grew to become buddies in 2020 following her divorce from ex-husband Jay Cutler. (She and Cutler, 42, share sons Camden, 12, and Jaxon, 10, and daughter Saylor, 9.)

Following her break up from Cutler, Cavallari was romantically linked to comic Jeff Dye and nation singer Chase Rice, and dated TikToker Mark Estes for seven months in 2024.

Through the Wednesday episode of her new present, Actually Cavallari: The Headline Tour, Cavallari’s greatest good friend and superstar hair stylist Justin Anderson revealed that she lately went on a date with Glen Powell. 

“You’re partying in Greece after which Glen simply got here as much as Kristin. You guys had a very enjoyable night time collectively,” Anderson mentioned, to which Cavallari responded, “I by no means f***ed him, simply placing that on the market.” When Anderson said that they “dry-humped although,” Cavallari confirmed.

In a subsequent interview with Us Weekly, Cavallari mentioned she hadn’t anticipated Anderson to disclose the hookup. 

“[He] will get me into a number of hassle, Justin,” she instructed Us. “I’m going to depart what’s on the present at that. That’s already an excessive amount of.”