Kristin Cavallari Shades Morgan Wallen During Chicago Podcast Tour

CHICAGO, Ill. — Kristin Cavallari did not hold back during a live taping of her “Let’s Be Honest” podcast tour in Chicago, where she discussed her former relationship with country singer Morgan Wallen. When asked by an audience member to choose between Wallen, chef Bobby Flay, and reality star Harry Jowsey in a game of “F–k, Marry, Kill,” Cavallari opted to skip mentioning Wallen’s name altogether.

“Oh my God. I would f–k Harry. I would marry Bobby,” she said, leaving Wallen’s fate undisclosed but clearly hinting at his position. The witty exchange quickly became a highlight of the night, catching the audience off guard.

Despite the playful jab, Cavallari has previously spoken highly of Wallen, acknowledging their intimate encounters. In December 2024, she revealed during an appearance on Bunnie Xo’s “Dumb Blonde” podcast that she sought a casual relationship while in Nashville, mentioning, “Quite honestly, I was like, ‘I kind of just want a f–k buddy in Nashville,’” referring to Wallen.

However, she made it clear that their relationship was not romantic, stating, “He’s a great guy and a true gentleman with a big heart,” highlighting a conflicting narrative between their past experiences and her current sentiments.

Throughout the evening, she joked about her children’s excitement to meet Wallen, indicating that they are fans of his music. Cavallari shares three children with her ex-husband Jay Cutler: Camden, 12, Jaxon, 10, and Saylor, 9.

As the Chicago stop was part of her ongoing tour, Cavallari plans to continue sharing candid reflections about her life and career. This tour is being documented in a new E! series titled “Honestly Cavallari: The Headline Tour,” which is set to premiere on June 5, with episodes also available for streaming on Peacock.