Did Kristin Cavallari and Glen Powell date? What we know as reality star reveals she hooked up with actor

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Glen Powell in 2025 (Image via Getty)

Reality television personality Kristin Cavallari is sharing her experience about a date she had with actor Glen Powell. In 2024, Cavallari and her friend Justin Anderson vacationed in Greece, a trip they discussed during the August 20, 2024 episode of Cavallari’s podcast, Let's Be Honest with Kristin Cavallari. The friends reminisced about their trip, including a wild night spent partying in Greece.

In the premiere episode of the reality star’s new E! series, Honestly Cavallari: The Headline Tour, more details about Cavallari’s interaction with Glen Powell have emerged. Allegedly, Cavallari was enjoying a party in Greece when she met Powell. Throughout the show, which documents Cavallari’s journey during her Let's Be Honest podcast tour, her friend Anderson disclosed that The Hills star had a date with Powell back in 2024. While Cavallari admitted to “hooking” up with Glen Powell, the pair have never dated.

Glen Powell in 2023 (Image via Getty)
Glen Powell in 2023 (Image via Getty)

About Kristin Cavallari and Glen Powell’s encounter in Greece

The Honestly Cavallari: The Headline Tour episode, which was released on June 4, shared snippets from Cavallari’s podcast show in Atlanta. During a Q&A session with fans, Cavallari was asked about her relationship status. Although the reality star replied nonchalantly, Anderson revealed that she went on a date with Glen Powell. According to US Weekly, Anderson told the crowd,

“She recently went on a date — she’s going to be so mad at me, actually — with Glen Powell. I wanted it to happen so bad. Top Gun, b***h.”

Anderson referenced the actor’s role in the 2022 film, Top Gun: Maverick. Although the matter ended there during the podcast tour, the recently released episode from Cavallari’s new series sheds more light on the date. E! News reports that Anderson mentioned his and Cavallari’s vacation in Greece during the episode, and said,

“We were partying in Greece, and then Glen just came up…And then you guys had a really fun night together.”

Cavallari, on the other hand, sought to clear the air. As per E! News, she said,

“I never f***ed him, just putting that out there.”

Anderson went on to share more intimate details about the encounter, and while addressing Cavallari said,

“You guys dry h***ed though.”

While E! News notes that Cavallari laughed and agreed with Anderson during the live show, she wanted to set the record straight and told audiences that she did not plan on divulging the encounter.

Justin Anderson and Kristin Cavallari (Image via Getty)
Justin Anderson and Kristin Cavallari (Image via Getty)

About Glen Powell’s recent relationship history

While Glen Powell’s encounter with Kristin Cavallari seems to have been brief, the actor has remained single for some time. His last serious relationship was with model Gigi Paris, whom he was first linked to in 2020, according to People Magazine. The publication notes that during their time together, the couple attended numerous red carpets.

By 2023, however, it was reported that Powell and Paris had ended their relationship while Powell was filming "Anyone but You." At the time, Powell was linked to his co-star Sydney Sweeney because of their on-screen chemistry. Discussing their much-talked-about chemistry, Powell spoke about his recent breakup during a conversation with Business Insider. The actor said,

“Well, look, 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. I was with someone that I really loved and cared about and was trying to kind of make sense of a lot of stuff.”

At the time of this article's writing, Glen Powell has yet to confirm whether he is in a relationship with anyone.

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Edited by Yesha Srivastava