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Amusing First Date Stories That Prove Love is a Battlefield

October 30, 2025 by Laurel Kornfeld

This article was originally published on Petsreporter.com

In our never-ending search for true love, we all have to go through countless first dates until we find that one person who’s just right for us. Let’s be honest – first dates are almost always awkward, uncomfortable, sometimes boring, and other times downright cringy. Jimmy Fallon challenged his fans to share their funniest, most embarrassing, and cringe-worthy first dates, and you might find it hard to believe, but many of these stories, as funny as they seem, ended happily ever after.

Two Dates

I always thought this kind of stuff only happens in the movies, but I guess I thought wrong. This woman was out on a date on which her date was on a date with another woman! He was on two dates at the same restaurant simultaneously. I’m sorry, but this is as sleazy as sleazy gets.

When you’re on a date, and your date goes to the restroom a lot or finds other reasons to disappear every couple of minutes, it’s definitely a red flag, but what woman would imagine that her date is on another date? It’s a good thing this waiter told her what was going on so that she could get up and leave.

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Filed Under: 2import6, lznimport5, Mobile Tagged With: infiniteScroll

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