Kristin Cavallari Recalls Her “Sweet” Date With Morgan Wallen. On December 30, during her appearance on the Dumb Blonde Podcast, hosted by country singer Jelly Roll’s wife Bunny XO, the TV personality opened up about her alleged romance with the country music star.
Hills’ former student confirmed that she “definitely hung out” with Wallen and described him as a nice guy with a big heart. “The first date we went on, he was a true gentleman. He’s like, ‘I’ll pick you up; “I would choose the place,” she recalled.
Cavallari recalled meeting him with his three children – sons Camden and Jackson and daughter Saylor – who were “very excited” at the introduction. She said, “(Wallen) got us a private room with his bodyguard. He dropped me off. He kissed me in the rain. And it was the sweetest thing. We stayed together after that.”
Although their brief romance was “sweet”, it had its ups and downs. She revealed that Wallen was the first man in her life who was not completely “obsessed” with her. “It really surprised me,” she said.
The couple were rumored to be dating in 2023, and during her appearance on Watch What Happens Live with Andy Cohen in September, she put the rumors to rest. She claimed that she was not dating Wallen at the time. However, when host Andy Cohen asked if she had gone on a date with him, Cavallari shyly replied, “I don’t know, I don’t know,” then pretended to purse her lips.
In an interview with Entertainment Tonight, Cavallari admitted that she “had been dating in Nashville” and that she “guaranteed” she would not settle down with the country music star. She added, “I would consider myself a sage at this point. You can throw anything at me, and I say, ‘Okay.’
Cavallari has also been romantically linked to country singer Chase Rice, comedian Jeff Dye and Bachelor Nation alum Tyler Cameron since her split from ex-husband Jay Cutler in 2020. The former lovers continue to co-parent their three children. He said at the time, “I’ve realized what makes someone mad the most? Not giving them a reaction.”