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AllTopicsToday > Blog > Entertainment > Kristin Cavallari Recalls Weird Date With ‘A Very Famous Man’
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Entertainment

Kristin Cavallari Recalls Weird Date With ‘A Very Famous Man’

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Last updated: June 3, 2026 4:48 am
AllTopicsToday
Published: June 3, 2026
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Kristin Cavallari has some wild tales in her archives.

The on-air character opened up, as traditional, on her podcast. This time it was a couple of date I had with a “well-known” thriller man a couple of years in the past. It left some vivid scenes in her reminiscence.

Kristin Cavallari ended her 10-year marriage to her ex-husband, former NFL participant Jay Cutler, in 2020, and just lately dated former hockey participant Nate Thompson, however they finally broke up.

Xavier Collin/Picture Press Company/MEGA

The truth star recalled her surprising date expertise, and though she did not reveal her date’s title, she did not maintain again on her feelings throughout or after the date. On a latest episode of the Let’s Be Trustworthy podcast, she stated that date occurred about 4 years in the past and that each dates began off on a really encouraging word.

She admitted it was top-of-the-line dates she’s ever been on, “first on the Sundown Tower Resort after which on the Beverly Hills Resort, with a really well-known man.” The 2, who have been acquaintances on the time, received a collection, swam all day, showered individually, and determined to have a pleasant dinner on the patio for his or her second date.

Every thing appeared to be going effectively till the dialog took an surprising flip and the person began speaking in regards to the bodily insecurities he typically feels when assembly new folks. Determined to recover from that section shortly, the person informed her in regards to the mole on his genitals and requested her if she wished to see it.

Cavallari revealed that that second caught her off guard and fully modified the tone of the date. In hindsight, the truth star questioned if this interplay was one thing males routinely did as a approach to construct intimacy early on.

The truth star was glad she ended issues early.

Kristin Cavallari, 2022 iHeartRadio Music Festival - Night 1 - Press Room
Xavier Collin/Picture Press Company/MEGA

Cavallari went on to say that she found the explanation he was insecure about his personal components was as a result of it was in direct distinction to the popularity he had held as a person for years. Nonetheless, the truth star revealed an extra layer of disappointment as quickly as her date stripped out of her swimsuit.

The previous E! TV character recalled that the celeb had “the flattest butt and the scariest again scar,” making her understand that his insecurities have been most likely a lot larger than she thought. Cavallari declared that after their second date, issues modified and she or he by no means noticed the thriller man once more.

She particularly appreciated that he did not go too far with bodily intimacy throughout their go to. The truth star went on to say that she was even happier to have dodged a bullet as her date later turned out to be a full-blown narcissist who wished management.

Cavallari insisted that her character has by no means been on her relationship checklist and she or he plans to maintain it that means.

Inside Kristin Cavallari’s intensive relationship historical past

Kristin Cavallari and Stephen Colletti reality stars
Dimitri Chalkidis / Wen / Mega

The creator’s important public relationship was with Stephen Colletti, with whom he attended highschool in “Laguna Seashore”. His relationship and love triangle with castmate Lauren Conrad was one of many present’s signature storylines, bringing Cavallari in entrance of a nationwide viewers.

As famous by PEOPLE, Cavallari continued to be concerned with quite a lot of celebrities after “Laguna Seashore,” together with Matt Leinart and Brody Jenner. Her most notable relationship was with Cutler, whom she started relationship in 2010 and married in 2013 after a separation.

The couple have three youngsters, and after their divorce, Cavallari admitted it was a tough resolution however one she needed to make as a result of it had been weighing on her for years. After her divorce, she was rumored to be romantically concerned with comic Jeff Dye, who appeared along with her in public and posted loving feedback on Instagram.

Not too long ago, Cavallari was additionally rumored to be relationship fashionable social media character Mark Estes. Their relationship was mentioned resulting from their age distinction, however Cavallari later said that the breakup was not as a result of controversy. It was about timing, priorities, and being at completely different phases in life.

She additionally acknowledged her transient romantic relationship with former NHL participant Thompson, calling it one of many deepest relationships of her life. Cavallari admitted that their relationship was based mostly on mental compatibility and emotional compatibility. Nonetheless, she determined to not take it any extra significantly as she wished to put money into herself and her profession.

Cavallari picks up some relationship crimson flags

Kristin Cavallari at the 92nd Academy Awards Ceremony
Lume Pictures / MEGA

In March, The Blast reported that Cavallari shared her ideas on social media habits in relationships, noting that male companions hitting the “like” button on random girls’s posts could cause alarm. She believes that common interactions, particularly “liking” somebody’s posts often, can typically be extra intentional.

Cavallari suggested girls to not take an excessive amount of management over who their companions observe on-line. That alone isn’t sufficient to boost a crimson flag. Nonetheless, she additionally identified that there’s a distinction between being adopted and going out of your approach to keep their consideration by repeatedly speaking with them.

Cavallari stated that from her personal expertise, she receives consideration on social media from males who declare they’re already in dedicated relationships. She singled out married males who keep a public picture of their household life on-line by often contacting them with tales and posts.

The TV character recalled one occasion the place a married man had his spouse on his profile however stored interacting along with her posts again and again. Cavallari acknowledged that this habits might be irritating and that she typically needs her companion was extra conscious of those interactions.

She then attacked what she known as performative loyalty on-line, saying that some folks act a technique in public and one other means in personal. Cavallari famous that whereas it is true that everybody has private limits on relationships, repeated on-line interactions could say greater than somebody supposed.

Kristin Cavallari seems again on her early TV days

Laguna Beach's Lauren Conrad, Stephen Colletti and Kristin Cavallari: Alumni visit Empire State Building.
ZUMAPRES.com / Mega

Basking within the glow of jewellery model Unusual James’ ninth anniversary, Cavallari took a second to reminisce a couple of days later, reflecting on her days spent in Laguna Seashore.

The group spoke with former Season 1 solid members Conrad and Colletti about their Season 1 rewards on TikTok’s “First We Feast” sport. Cavallari recollects incomes barely extra per episode, stunning his castmates and frightening reactions from each Conrad and Colletti.

Cavallari stated she all the time thought everybody received paid the identical and joked that she would have filmed the present free of charge anyway. Nonetheless, producers subsequently raised wages to equalize, though not considerably larger.

The present arrived because of renewed curiosity in “Laguna Seashore” after its reunion particular, and served as a reminder of how far Cavallari and Conrad, now well-known rivals, at the moment are finest associates and have come.

What outlandish story will Kristin Cavallari carry us subsequent?

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