Kristin Cavallari recently revealed an incident involving a “very famous man” who exposed himself during their second date.
The 39-year-old TV personality, who recently flaunted her incredible figure on the catwalk for Miami Swim Week, opened up about the incident on Tuesday’s episode of her Let’s Be Honest podcast.
The reality TV personality recounted her experiences with the celebrity, stating that they dated “about four years ago.”
In a conversation with guest Justin Anderson, Cavallari described those outings as “honestly two of the best dates of my life,” with the second rendezvous taking place at the renowned Beverly Hills Hotel.
During this memorable day, both she and the celebrity rented a suite, spent time swimming, took separate showers, and enjoyed a meal together on the patio.
The mother of three then recalled how the well-known figure began opening up about his body insecurities.
Kristin Cavallari, 39, called out a ‘very famous man’ who exposed himself during their second date
Cavallari mentioned that the star started discussing a mole on his body, leading to the unexpected exposure.
‘”I have a mole on my d***. It’s not like that bad, but it’s noticeable. Can I just show it to you?”‘ the A-lister had expressed to her.
‘So he pulls out his d***, first time I’ve seen it,’ she continued. ‘I don’t see anything. I think he said it was more flesh-colored, like a white mole.’
Cavallari recalled telling the man that she ‘literally didn’t see anything.’
‘This is mean, but I will say this, I think he is kind of known for having a big d*** and it wasn’t that big. And I really think that is what the insecurity was really about.
‘I am so proud to be able to sit here and tell you today that I didn’t do anything with that d*** that was in my face,’ she added.
Cavallari explained that later after the moment, she was ‘thinking about it and I was like, “Oh my God. That’s what he tells every f***ing girl to get his d*** out.”‘
While the pair did ‘make out,’ she expressed that they did not sleep together.
Cavallari admitted to guest Justin Anderson that they were ‘honestly two of the best dates of my life,’ with the second taking place at the iconic Beverly Hills Hotel; seen in 2025
‘This is mean, but I will say this, I think he is kind of known for having a big d*** and it wasn’t that big. And I really think that is what the insecurity was really about,’ she said
Cavallari then explained how she usually likes to wait until she has an ’emotional connection’ before sleeping with someone.
‘I like to wait a few times. I’ve had two one-night stands… but other than that, I’m really good. I’m not gonna sleep with a guy right away because I have to have a real emotional connection.’
The media personality also shared that she never went on another date with the celebrity.
Cavallari also claimed that the star had wanted to ‘control’ her and was a ‘narcissist.’
‘Couldn’t have dodged a bigger bullet,’ she told her guest, who was also aware of the past date.
The star explained that she had ‘never told’ the story publicly before and added that, ‘It’s a good one.’
Cavallari chose to not unveil the name of the ‘famous man’ because she did not ‘want anyone to be able to pinpoint who’ he is.
The Laguna Beach alum was previously married to former NFL player Jay Cutler from 2013 until their divorce was finalized in 2022.
Cavallari then explained how she usually likes to wait until she has an ’emotional connection’ before sleeping with someone
The Laguna Beach alum was previously married to former NFL player Jay Cutler from 2013 until their divorce was finalized in 2022. The pair share three children: Camden, 13, Jaxon, 12 and Saylor, 10
The pair share three children: Camden, 13, Jaxon, 12 and Saylor, 10.
She later started dating Mark Estes who was 13 years younger than her, and they broke up in September 2024.
Back in March, Cavallari also called out a married ‘scumbag’ on her podcast who constantly ‘likes’ her sexy social media posts.
‘There’s one guy in particular who has his wife in his f***ing profile picture. He likes every single story I post – doesn’t follow me, doesn’t like my feed posts.’
She added, ‘I’m like, the only reason you’re doing that is to try and get my attention and to me, you’re a f***ing scumbag.
‘I wish I could just call these people out or DM the wife and be like, “Here’s the activity that your husband is doing. Look at all these likes.” You’re trash!’
And one month earlier, Cavallari revealed one of her dating rules that she now follows.
She also explained during an episode of her podcast that she has ‘gotten confused’ by her feelings of infatuation and love.
She later started dating Mark Estes who was 13 years younger than her, and they broke up in September 2024
Back in March, Cavallari also called out a married ‘scumbag’ on her podcast who constantly ‘likes’ her sexy social media posts
‘I think they say infatuation is anywhere from three to six months, so I have taken this stance in the last few years that I am not allowed to say I love you to, make long-term plans with anyone, introduce them to my kids.
‘Like nothing for the first six months because I am someone who gets very excited when I like someone because it is so rare that I am attracted to someone.’
The star expressed that she has ‘said I love you to people I probably shouldn’t have’ in the past.
Cavallari then said she has been in love only three times, including her ex-husband Cutler and two previous boyfriends from when she was younger.
The TV personality has been keeping busy and recently strutted on the runway for Miami Swim Week
The TV personality has been keeping busy and recently strutted on the runway for Miami Swim Week.
She flaunted her toned figure during the Shop Resa x Uncommon James show while donning a patterned bikini top as well as matching bottoms and a wrap skirt.
Her blonde locks were parted to the side and flowed down past her shoulders in light waves.
Cavallari completed the look with open-toed, nude heels as well as flashy necklaces and mini gold earrings.
