Bravo fans know plenty aboutConover’s relationship with “Summer House” sweetheart, Paige Desorbo.
What some might not know much about, however, is Conover’s past relationships.
Desorbo isn’t the star’s first time romancing a reality TV star.

It seems reality stars always run in the same circles even if they’re not on the same series.
Consequently, Cavallari struck up a friendship with “Southern Charm” stars, Conover and Austen Kroll.
In 2020, Kroll toldUs Weeklyjust how the friendship began.

We’ve all been in contact ever since.
We’re in this, like, big old group chat, and the group chat is active."
Still, that doesn’t mean that everything that went on in this trio was platonic.

He asked Kristin Cavallari about the rumors when she appeared on the show in September 2023.
He asked about Austen Kroll, saying, “What is it there?
Did you guys date?
Friends with benefits?”
She confirmed that nothing romantic occurred between her and Kroll.
In 2021, she took to her Instagram story to set things straight.
Her relationship with Conover and Kroll, she assures the world, is nothing like that.
“I’ve never dated either one of them.
I can guarantee that I’m not going to date either one of them.
Still, despite her words, Conover’s take was a bit different.
This episode was filmed in July 2021.
At the time, Cavallari denied any kind of romance with Conover.
And like, ‘If you want her, like, go have her.
Just don’t make me look stupid,'” DeSorbo said.
Like, ‘you’re able to’t say you were never going to date either of us.
We f***ed.'"
Yet, it seems that now, it’s all water under the bridge.