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Kristin Cavallari Avoids Kissing Craig Conover at Boston Tour Stop 

Mar 13, 2025 By Ashley B What do you think?

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Kristin Cavallari Craig Conover Kiss

Kristin Cavallari is currently on podcast tour and brought out Craig Conover and Austen Kroll as special guests! 

On December 17, the Hills alum announced she was taking her podcast on the road. 

Three months after that initial announcement, K.Cav revealed that E! would document her stops and air them via a new series — Honestly Cavallari: The Headline Tour.

I’m curious if they documented Craig Conover and Kristin’s awkward game…

Kiss and Tell 

TikTok user AmandaRyle4 captured a “truth or drink” game the crew played at her Boston tour stop. 

The reality star had to kiss Craig or take a shot. 

“I can’t do that you guys, it would be everywhere,” Kristin said. 

Which, she’s absolutely right! 

ICYMI: Craig *alleged* that he and Kristin hooked up over the summer of 2021. At the time, the Uncommon James founder was married to NFL quarterback, Jay Cutler. 

Kristin has denied the claims she was in a love triangle with both Craig and Austen, and she said “Craig was just capitalizing on her name.”  

However, to Craig’s admission at the Boston stop, the Southern Charm star confirmed something happened. 

“Kristin is a great kisser by the way,” he said. 

Watch the TikTok below: 

@amandaryle4

I am a giggler by the way #teampaige #craig #kristencavallari #southerncharm #craigconover #boston #letsbshonestpodcast

♬ original sound – Amanda Ryle

Do you think Kristin and Craig would make a good couple? 

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