Kristin Cavallari Teases Glen Powell Fling With Coy Confession

Kristin Cavallari is coming in hot, and we’re not just talking about her E! reality comeback.

The "Laguna Beach" alum made jaws drop during the premiere of her new series, "Honestly Cavallari," when she admitted to dry humping none other than Hollywood heartthrob Glen Powell during a secret rendezvous in Greece.

The bombshell moment happened during Cavallari's podcast tour stop in Atlanta, where the cameras captured a live show featuring "Real Housewives of Atlanta" star Kim Zolciak and bestie Justin Anderson.

But it was Justin who stirred the pot and spilled the tea on Kristin Cavallari's steamy night abroad.

“She recently went on a date with... she’s gonna be so mad at me... Glen Powell!” Justin teased, as Kristin screamed in protest.

During their wild Greece getaway, Powell “literally ran into [her],” according to Kristin. Justin didn’t miss a beat, hinting at their chemistry by saying, “You guys had a really fun night together,” to which Kristin clarified, “I never f-cked him, just putting that out there.”

But when Justin pushed a little further, “You guys dry humped, though?” Kristin gave a cheeky pause, then confirmed with a laugh, “Yeah, we did.”

Back onstage in Atlanta, Cavallari tried to distance herself from the growing frenzy, telling the crowd, “OK, I have to go on record, when this comes out, I had nothing to f-cking do with it!”

But the fun didn’t stop there. Just hours later, Cavallari was put in the hot seat again during an appearance on "Watch What Happens Live with Andy Cohen." When a fan asked her to rate Powell’s kissing skills, Kristin played coy. “Oh my God, you guys. I don’t know what you’re talking about," she joked.

Cohen pressed further, pointing out that dry humping typically involves some level of intimacy. “Did I say that? Maybe we didn’t kiss?” she teased. When asked to rate Powell’s “dry humping” skills, Kristin shut it down. “I’m not answering this question," she said.

She did, however, confirm one juicy detail. “There were jeans involved.”

Kristin Cavallari officially closed a major chapter in June 2022 when she finalized her divorce from former NFL quarterback Jay Cutler. The split came after a decade together and nearly seven years of marriage, with the couple citing irreconcilable differences in their separation announcement back in April 2020.

Though the news shocked fans, Cavallari later revealed that the cracks had been forming behind the scenes for quite some time. “It was not an easy decision, and it wasn’t sudden,” she shared in past interviews, admitting that her heart had been breaking during the final years of their marriage.

Despite the emotional toll, Kristin has remained focused on her role as a mom to the couple’s three children, Camden, Jaxon, and Saylor, and has leaned into her independence with strength. Since the split, she’s embraced single life unapologetically, diving into new ventures, steamy flings, and a fresh era of self-discovery.

Kristin Cavallari has never been shy about her dating history, and her Hollywood roster continues to raise eyebrows.

Long before her steamy Greek getaway with Glen Powell made headlines, "The Hills" alum was stirring the pot with her candid confessions about country superstar Morgan Wallen.

In December, Cavallari didn’t hold back while chatting on Bunnie Xo’s "Dumb Blonde" podcast. When Bunnie, wife of Jelly Roll, labeled Wallen a “player from the Himalayas,” Kristin didn’t hesitate to co-sign. “One thousand percent,” she responded, adding that the “Last Night” singer has “been with every woman on the planet.”

But while their rumored romance sparked plenty of fan speculation, Kristin clarified their arrangement. “I wanted a f-ck buddy in Nashville,” she admitted. “He’s a great f-ck buddy… He was good in bed.”

Though brief, their chemistry clearly left an impression, and it’s not the first time Kristin’s dating life has made headlines.

From athletes like former NFL quarterback Matt Leinart to actors like Jason Statham, Cavallari has embraced her single era with full transparency.

The 38-year-old may have re-entered reality TV, but it’s clear she never left the drama behind.