Kristin Cavallari’s wild reality TV love triangle revealed… after THAT R-rated Glen Powell hook-up

Kristin Cavallari has had her share of hookups with fellow reality stars and famous men.

But now, she’s coming clean about a fling she had with Southern Charm’s Craig Conover. 

38-year-old star of “The Honest Cavallari” shared insights into her romantic life with Andy Cohen, aged 57, during Wednesday’s episode of “Watch What Happens Live.

According to Cavallari, they had a friendship initially, but it briefly turned into a romantic relationship for a short period.

Their romance fizzled out when Kristin realized Craig was dating Paige DeSorbo, 32. 

‘The second I caught wind of Paige, I very politely excused myself from the situation.’

‘Was there overlap in your relationships?’ Cohen asked.

Cavallari recollected a photo of Craig and Paige in New York, which is an image I’ll always remember; it seemed as though they were in a relationship of some kind.

She clarified, “It was the initial occasion when people witnessed them, and for me, that was the first instance I learned about it.

She looked at the photo and then messaged him, saying, “How about we keep things casual? I don’t want to find myself caught up in their drama,” she added.

Conover and Cavallari’s friendship started in 2020, after her divorce from Jay Cutler. 

In 2023, during an interview on Watch What Happens Live (WWHL), she openly confessed to having kissed Conover when a viewer inquired about her romantic situation involving Austen Kroll and Conover.

‘What is it there? Did you guys date? Hook up? Friends? Friends with benefits?’ the fan asked.

For a period of time, we were very close friends, and on one particular night in 2020, we all had too much to drink. We ended up posting some rather foolish dance videos on Instagram as a result. This is what she was referring to, when talking about that evening with Kroll and Conover.

She remarked that things had been exaggerated beyond belief, pointing out that her relationship with Conover and Kroll was merely one of friendship.

But Cohen wasn’t going to leave it alone and bluntly asked her if she’d ever kissed Conover.

‘I may have been drunk one night and kissed Craig,’ she said.

And Craig isn’t the only Hollywood heartthrob Kristin has had a tender moment with.

During the debut of the E! show Honestly Cavallari on a Wednesday evening, she confessed to engaging in a form of intimate behavior known as dry humping with renowned actor Glen Powell, following their clandestine encounter during an exuberant vacation in Greece.

In the premiere of Kristin’s fresh TV series, her good friend Justin appeared too, and he excitedly shared juicy details about the solo mother’s date with renowned celebrity, Powell.

Justin exclaimed, “She just went out on a date with Glen Powell, and I’ve been hoping for this to happen! But now, poor thing, she’s really going to be upset with me!” As Kristin reacted with surprise, she called out, “Justin!

The program subsequently aired a video clip dated four days prior, where Kristin and Justin shared they had been enjoying themselves in Greece. It was then that Powell, who is 36 years old, happened to bump into her unexpectedly.

Justin joked, ‘And then you guys had a really fun night together.’

Kristin admitted, ‘I never f***ed him, just putting that out there.’

Later on, Justin inquired, ‘Did you two simulate dry humping?’ After a moment of silence, Kristin grinned and responded, ‘Yes, we did.’ And they both erupted in laughter.

In Atlanta, Kristin declared to the audience, “Alright, for the record, I didn’t have anything to do with it when this gets published!

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2025-06-06 17:05

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