Month: July 2025
40+ Cringe-Worthy First Dates That Had Jimmy Fallon’s Audience Laughing
First dates are rarely smooth sailing. They’re a mix of nerves, high hopes, and the pressure to make a strong first impression, especially if you’re genuinely interested in the other person. You spend extra time getting ready, worry about what to wear, and practice your best conversation starters. And let’s be honest, checking their social media ahead of time is almost a given. But even with all that preparation, some dates still go completely off the rails. Fortunately, those awkward moments often become the most memorable stories. When Jimmy Fallon asked his audience to share their worst first date experiences, the responses were both hilarious and painfully relatable. Here are some of our favorite #worstfirstdate submissions.