Khloé Kardashian Shares Her Most Embarrassing Date Story Featuring a ?Hottest? Man and Unexpected Tears
Khloé Kardashian is candidly sharing one of her most cringe-worthy date experiences that still makes her laugh.
In a recent episode of her podcast, Khloé in Surprise Land, featuring her close friends Natalie Halcro and Olivia Pierson, the reality TV star recounted a disastrous first date with a man she described as the “hottest” she had ever met. This encounter took an unexpected turn, leaving tears flowing?but not from her.
While Khloé refrained from revealing the identity of this mysterious suitor or the date’s timeline, she did disclose that their encounter began in a hotel elevator, setting the stage for an unforgettable evening.

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During the podcast, Halcro teased Khloé about the date, hinting at the words ?burgers? and ?crying,? which immediately sparked her memory of the awkward incident.
Khloé quickly recognized the topic her friend was alluding to and remarked that the date involved the ?hottest man.? Pierson chimed in, elaborating that he was ?so beautiful? that he might need a second chance at winning her over.
?No matter how ridiculous the situation was, I feel he deserves a shot at redemption,? Halcro added, reflecting on the comedic disaster.
Khloé then unveiled the details of what transpired on her most memorable date.
?The worst date I?ve ever had was with this random guy I met in an elevator. I was just being my usual flirty self,? she recalled. ?I asked him, ?What?s your name?? while trying to be funny and charming.?
Khloé elaborated that the handsome stranger revealed they were staying on the same floor, which led to them exchanging contact information. Although they didn?t spend much time together initially, he suggested meeting up again in a different city, a detail she cleverly censored in the podcast.

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?He said, ?Hey, I?m going to be in [bleep]. I?d love to hang out with you,? Khloé recounted. ?I was like, ?Cool.??
The mother of two shared that she was in the unnamed city with her sister, Kim Kardashian, at the time of this fateful encounter.
?I hate to hear this,? Pierson interjected, leading Khloé to elaborate, ?You guys, he is so hot.?
According to Khloé, when she finally met up with this handsome man, things took a turn for the worse.
?I don?t know if he was just excessively drunk or under the influence of something else, but when we decided to meet at a suite upstairs to chat, he suddenly started crying over a cheeseburger, expressing how nice I am. Clearly, these are not normal reactions for a first date where no significant interaction has occurred yet,? she reflected.
?I just remember thinking, ?How do I escape this situation? I have a grown man crying over a cheeseburger, telling me how wonderful I am. I was planning on kissing you tonight, but that?s clearly not happening,?? she continued, highlighting the absurdity of the moment.
?Let?s have a smooch. I?m dying to, but it can?t happen now,? she added, expressing her disappointment.

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When Pierson asked how Khloé managed to escape the awkward situation, she revealed she had to invent an excuse.
?I remember saying, ?Oh my gosh, our flight is in a couple of hours; I have to leave,?? she recounted. ?I hurriedly went to Kim?s floor, as she and Kylie were on a different floor. I was like, ?I need to hide until he leaves because I just can?t handle this anymore.??
Khloé expressed uncertainty about whether the man?s emotional outburst was due to possible drug use, noting that substance abuse is a significant red flag for her.
?But he was incredibly attractive,? Halcro reiterated, to which Khloé nodded in agreement, ?So hot.?
?And I would definitely consider hooking up with you if you weren?t in tears and possibly on drugs. Because you?re just that attractive. But you can?t cry over a cheeseburger and expect me to find you attractive after that,? Khloé joked, showcasing her sense of humor.
Pierson and Halcro concluded that the man “blew” his chance with Khloé and speculated that he might have been just “nervous” that night.

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In another segment of the Valentine?s Day-themed podcast episode, Khloé shared an amusing anecdote about one of her former partners who had a rather embarrassing habit.
?I was dating someone, and I can?t quite remember if we were intimate or not at that point. I assume we were,? she reflected humorously.
?He stayed over one night and wet the bed,? she continued, chuckling. ?I thought, ?Okay, this is kind of strange,? especially because we are adults.?
The mother of two?who mentioned they might have been ?drinking? but were not ?blackout drunk??noted that the man never addressed the incident, leaving her to wonder if it had really happened.
Until it happened again.
?I remember the second time he stayed over, he did it again!? Khloé told Pierson and Halcro. ?I was like, ?Oh my gosh, he?s peeing the bed like a child!? So yeah, he became ?Pee Boy? in my mind.?
A few minutes later, Kim called Khloé, prompting her to ask, ?Do you remember Pee Boy, the one who wet the bed??
?I was sharing this story, and no one believes that an adult would wet the bed more than once,? Khloé noted, to which Kim questioned whether the guy was ?very drunk? during those nights.
?It had to be,? Khloé responded with a laugh, adding, ?Well, we can only hope so.?
Discover more insights from the podcast episode here!