Kristin Cavallari had two great dates with the A-lister before she ruined her mood by taking out her junk.
What did you do after letting go and putting what one of the sharpest eyes around the talent described as outstanding work during Miami Swim Week? If you’re Kristin Cavallari, you share that story about the time you went on a date with an A-lister, and she took her junk in front of you.
That will get people talking. The reality star turned podcaster, and sometime bikini model, said during a recent episode of her “Let’s Be Honest” podcast that she went on two dates at the Sunset Tower Hotel and Beverly Hills Hotel about four years ago with “a very famous man.”
He just became a very famous man who goes out of his way to express himself on his days. The days up until then were tough, according to Kristin. He said, reports Page Six, “[They were] two of the best days, honestly two of the best days of my life. “
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Kristin Cavallari appears on “Watch What Happens Live with Andy Cohen” during episode 23066. (Charles Sykes/Bravo via Getty Images)
That’s the expected results of a few days in an A-list hotel, am I right? On the second date, he explained how the two “got a suite, swam all day, showered separately and had dinner on the balcony,” as one did on the second date.
Then this unknown famous man revealed the lack of self-confidence people have about their bodies that they want to overcome when they start dating a new person. She didn’t know when the conversation started, but this was the first step of this very famous man showing her his penis.
“‘I have a mole on my d–k. It’s not that bad, but it’s noticeable. Can I just show it to you?'” he asked. “So he pulls out his id–k, it’s the first time I’ve seen it. I can’t see anything. I think he said it was flesh-colored, like a white mole.”
Lauren Conrad, Stephen Colletti and Kristin Cavallari attend the Los Angeles premiere of Roku Original’s “The Reunion: Laguna Beach” at Shutters On The Beach in Santa Monica, Calif., on March 26, 2026. (Axelle Bauer-Griffin/FilmMagic)
This “look at my mole in my trash” trick didn’t work for Kristin. He says that although it was on his face, he did not do anything to affect his member. He swung and missed at what he decided should be his move to take his junk in front of the ladies.
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“You know that’s what he’s doing,” he said after thinking about it for a moment and walking out, “Put it down, f–king weirdo.”
That would be wise advice to Mr. A-lister before the second day. Now that she had revealed herself, she left the door open with her pants down to see what Kristin would say next.
“This is bad, but I think he’s known for having a big d–k and you weren’t that big and I think that’s really what the insecurity was about,” she revealed.
Kristin Cavallari walks the runway for Resa x Uncommon James during Miami Swim Week at the Mondrian South Beach in Miami, Florida, on May 28, 2026. (Thomas Concordia/Getty Images)
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“Can I be honest with you? Changing out of her swimsuit, she had a flat ass and some really bad bacne scars. We’ve got bigger fish to fry, mate. [That’s] one of the f-king biggest problems.”
The bullet dodged the way he thought. The awkward ending after two days with the most famous man she’s ever said in public was, in the end, a good thing.
