‘So He Pulls Out His D**k’

Kristin Cavallari did not hold back when revealing a jaw-dropping story about a past date with a well-known celebrity, as reported by Page Six.

On her “Let’s Be Honest” podcast, the reality star shared that she went out twice “with a very famous man … maybe four years ago,” describing both outings as seemingly “two really great dates.”

She said their first date was at the Sunset Tower Hotel, followed by a second at the Beverly Hills Hotel, where they rented a suite, spent the day swimming, took separate showers, and later had dinner on the patio.

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Cavallari explained that everything felt normal until the man brought up a sudden topic about insecurities. According to her, he said he had “a mole” in a private area and asked to show her immediately.

“So he pulls out his d–k, first time I’ve seen it,” Cavallari recalled, adding that she noticed nothing unusual and described the mark as “more flesh-colored, like a white mole.”

She made it clear she “didn’t do anything with that d–k that was in my face” and added that she later came to believe “that’s what he tells every f–king girl to get his d–k out.”

With sharp humor, Cavallari continued, “Put it away, f–king weirdo. You know that’s what he does.”

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The designer behind Uncommon James then said the man’s supposed reputation did not live up to the rumors, claiming, “This is mean, but I think he’s kind of known for having a big d–k, and it wasn’t that big, and I think that’s what the insecurity was really about.”

She also commented on his appearance, saying, “Changing out of his swimsuit, he had the flattest ass and horrible bacne scars. We’ve got bigger fish to fry, buddy. [That’s] one of the biggest f–king turnoffs.”

Cavallari emphasized that after that uncomfortable moment, she never saw him again and was relieved about it. She described him as “bad news” and said she “couldn’t have dodged a bigger bullet.”

Looking back, she explained that the man later showed traits of being a “full-blown f–king narcissist” who “wanted to control” her, which solidified her decision not to pursue anything further.

Although Cavallari shared many details, she stopped short of naming the celebrity. She told listeners she did not want “anyone to be able to pinpoint who this could be” and assured it was someone she had “never said publicly” when discussing her dating history.

“This [story] is a few years old, but this is one I’ve never told before,” Cavallari said, adding with a laugh, “It’s a good one.”

Known for her openness about her love life, Cavallari has often used her podcast to recount other romantic experiences, including stories about Tyler Cameron and an NHL player. She frequently swaps stories with her guest co-hosts, and in this episode, comedian Chelsea Handler also reflected on her own dating misadventures.

Handler, who joined Cavallari on the podcast, jokingly called Bobby Flay a “cheap” date and discussed the end of her relationship with a “cowboy” boyfriend. The candid tone between the two kept the conversation light despite the bizarre story Cavallari shared.

Throughout the episode, Cavallari balanced humor with honesty, making clear that what began as one of her “best dates” ended up as one of her strangest experiences. She summed it up by saying she was grateful it never went further.

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