Kristin Cavallari admits ‘dry humping’ Glen Powell on secret date during bombshell first episode of reality show

Kristin Cavallari dropped a major bombshell in the premiere episode of her new reality TV show as she admitted to ‘dry humping’ Hollywood superstar Glen Powell.

The 38-year-old blonde bombshell debuted her new E! series Honestly Cavallari on Wednesday, which follows her embarking on her podcast tour.

Her first stop was in Atlanta, where she had a colorful chat with Real Housewives of Atlanta star Kim Zolciak in front of a packed crowd.

Kristin’s best friend Justin also joined the show, where he eagerly spilled the tea about the single mom’s date with A-lister Powell.

‘She recently went on a date with… she’s gonna be so mad at me, actually, with Glen Powell, and I wanted it to happen so bad!’ Justin said as Kristin screamed, ‘Justin!’

The show then featured a clip from four days earlier with Kristin and Justin explaining that they were, ‘partying in Greece’ when Powell, ’36, ‘literally ran into [her].’

Kristin Cavallari dropped a major bombshell in the premiere episode of her new reality TV show

The star admitted to going on a date and ‘dry humping’ Hollywood superstar Glen Powell (pictured)

Justin joked, ‘And then you guys had a really fun night together,’ as Kristin admitted, ‘I never f***ed him, just putting that out there.’

Justin then asked, ‘You guys dry humped, though?’ After a pause Kristin smiled and said, ‘Yeah, we did,’ as they both laughed.

Back in Atlanta, Kristin told the crowd, ‘OK, I have to go on record, when this comes out, I had nothing to f***ing do with it!’ 

Before the Glen Powell admission, a fan asked how she dates as a single mother of three kids.

‘It’s been a lot with my kids, in the last year. I now have them a lot more than I did, and so dating, it hasn’t been the priority,’ Cavallari admitted.

‘But in nine years, when my kids are off at college, I’m gonna be all over the world, with all the guys, doing all the things,’ she said.

The show also opens with a glimpse into Cavallari’s home life, revealing her nine-day tour will be the longest she won’t be seeing her kids in over a year.

‘It’s podcast tour week. I’m not gonna see them for nine days, which is… That’s a long stretch. We used to do week on, week off. 50-50 custody, but that changed over a year ago,’ she said. 

The 38-year-old reality star debuted her new series on E! Wednesday, which follows her embarking on her podcast tour

Her best friend Justin also joined the show, where he spilled some tea for the crowd when a fan asked about Kristin’s dating life as a single mom. ‘She recently went on a date with… she’s gonna be so mad at me, actually, with Glen Powell, and I wanted it to happen so bad!’ Justin said as Kristin screamed, ‘Justin!’

‘So, this will be the longest that I’ve gone without seeing them in, like, a year, and that’s gonna be hard,’ she admitted.

‘I think deep down I knew, um, I was very unhappy at that point in my life and really stressed out. And my kids were young, so it’s not like they were seeing headlines or anything,’ she said of her relationship with ex Jay Cutler. 

‘But now my kids are 12, 10, and 9, and that’s my priority right now. I see little bits of me in all of them, actually. They get all their good qualities from me,’ she joked.

Cavallari and Cutler were married from 2013 until their split in 2020. Cavallari and Cutler’s divorce was finalized in June 2022.

Before getting with Cutler, she was linked to fellow reality TV star Brody Jenner, Justin “Justin Bobby” Brescia and Stephen Colletti.

When she reentered the dating game in 2020 following her split from Cutler, Kristin enjoyed an on/off relationship with standup comedian Jeff Dye.

However, things turned sour between the pair after Dye was arrested on suspicion of a DUI in front of her that October 2023. He is now sober.

She was also briefly linked to country singer Chase Rice in late 2021.

‘I never f***ed him, just putting that out there,’ Cavallari insisted; Powell seen in April

Justin then asked, ‘You guys dry humped, though?’ After a pause Kristin smiled and said, ‘Yeah, we did,’ as they both laughed

She dated TikTok hunk Mark Estes, who is 13 years younger than her, for seven months in 2024. She cited their age-gap as the reason for their split.

That same year, Kristin also addressed rumors that she dated Morgan Wallen.

She later confirmed that they did got on a date and claimed that the singer is ‘good in bed.’

More recently, Kristin dated former NHL star Nate Thompson.

Despite the relationship being the ‘most honest, pure, amazing’ one she’s had, Cavallari parted way with Thompson in March because she came to the realization that she ‘didn’t wanna be in a relationship.’

As for Kristin’s hot date Glen Powell, the A-list star has been linked to a slew of famous beauties since bursting onto the Hollywood scene in the early 2000s.

Powell’s first famous girlfriend was Vampire Diaries star Nina Dobrev, 36. The duo first started dating in early 2017 but their romance fizzled out by that December.

Nearly a year after his breakup with Dobrev, Powell moved on with Australian TV host Renee Bargh in 2018.

Powell previously dated model Gigi Paris from 2020 to 2023; the exes seen in January 2023

Powell’s relationship with Paris came to an abrupt end just as romance rumors began to swirl about him and his then-engaged Anyone But You co-star Sydney Sweeney, 27, in April 2023; Powell and Sweeney seen in December 2023

Cavallari got back into the dating game in 2020 following her divorce from NFL star Jay Cutler; the exes seen in 2019

Last year, Cavallari was linked to TikTok hunk Mark Estes, who is 13 years younger than her. They split in September 2024

Cavallari admitted last year to going on a date with controversial country singer Morgan Wallen. She revealed that Wallen is ‘good in bed’; Wallen seen on June 2

The relationship proved to be short-lived as just months later Bargh confirmed to DailyMail.com that she was ‘single.’

Powell found love again in 2020 with brunette model Gigi Paris. Paris quickly became Powell’s red carpet plus one as he took her to a slew of major Hollywood events, including the 2022 premiere of Top Gun: Maverick.

However, Powell’s relationship with Paris came to an abrupt end just as romance rumors began to swirl about him and his then-engaged Anyone But You co-star Sydney Sweeney, 27, in April 2023.

While the co-stars have repeatedly denied having a love connection, Powell did admit to Business Insider that he and Sweeney leaned into the gossip to promote the comedy film.

He did say it was ‘harder’ for him to lean into it due to his ongoing split from Paris.

‘The only reason it made things harder for me to lean into that stuff was that I was going through a very real breakup amidst a promotional tour,’ he told the outlet in December 2023. 

‘I was with someone that I really loved and cared about and was trying to kind of make sense of a lot of stuff. It was a lot easier for Sydney to lean into something like that because she’s in a very committed and wonderful relationship and she’s very happy. So it was a little harder for me.’

Powell and Sweeney once again became the subject of dating rumors earlier this year when the actress called off her engagement to her longtime fiance Jonathan Davino, 41.

Honestly Cavallari: The Headline Tour airs new episodes Tuesdays at 10 PM ET on E! 

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