Kristin Cavallari confesses to Glen Powell hookup that may have overlapped with relationship

Reality star Kristin Cavallari shared a surprising story about an encounter with actor Glen Powell during the premiere of her E! series, Honestly Cavallari, which got a lot of attention from the media. The story first came out during a March podcast recording with her best friend Justin Anderson, where they talked about a steamy hookup in Greece.

Anderson, while recording their podcast Let’s Be Honest live, unexpectedly spilled the details of the encounter, which caught Cavallari by surprise. He described a “fun night” between Cavallari and Powell, saying it was a random meeting during a vacation where the two “literally ran into” each other while out partying.

Adding to the public’s curiosity, Cavallari appeared on “Watch What Happens Live” and avoided giving clear answers about what happened. When host Andy Cohen asked her about Powell’s kissing and dry-humping skills, she dodged the questions, giving playful responses and refusing to give a straight answer. This only made people more interested in what really happened. News outlets like TMZ and Page Six have pointed out the conflicting stories and Cavallari’s refusal to go into detail.

Cavallari’s time with Powell is in question

Cavallari was initially shocked by Anderson’s revelation but later confirmed the encounter, though she was vague about the specifics. She admitted they had a close interaction but strongly denied that they had sex. Anderson, however, called it “dry humping,” a term Cavallari eventually agreed with. The difference in their descriptions made the story even more interesting to the public. The timing of the events is important to understand whether it overlaps with other relationships.

Powell had been single since April 2023 after breaking up with Gigi Paris, whom he dated for three years. Cavallari, on the other hand, dated Mark Estes for seven months in 2024 after splitting from her ex-husband, Jay Cutler, in 2020. The exact date of the Greece encounter is still unclear, leaving open the possibility that it happened while Powell was still in a relationship or right after it ended.

Similarly, it’s uncertain exactly when Cavallari was single before and after her relationship with Estes, making the timeline even more complicated. However, in a candid revelation, Cavallari said that her next partner would ideally have undergone a vasectomy, based on her desire to avoid the possibility of having more children.

The situation is made even more confusing because Glen Powell and his team haven’t commented. Despite many attempts by the media to get a statement, there’s been no official response.

Without any clarification from Powell’s side, the public has to rely on Cavallari’s version and the conflicting details from her friend, which keeps the rumors and discussions going. The inconsistent details, the unclear timeline that might suggest overlap with other relationships, and Powell’s silence have all kept people guessing.