Oh no, that’s bad. Dating in today’s digital age is no easy feat. And while it’s normal to have the occasional bad first date, one Gen Z woman’s recent experience with an “egomaniac” almost twice her ...

Everyone has their own set of expectations when it comes to a first date. Some might be on the lookout for a good laugh, while others are keen to delve deeper into getting to know one another.

When 25-year-old TikToker Caitlin shared the story of her “worst first date ever,” it quickly struck a nerve online. Her Aug. 14, 2025, video, which now has more than 365,000 views, detailed her night ...

I have this friend who, when I'm feeling fatigued or intimidated by the prospect of swiping right and going on another <a href="https://www.menshealth.com/sex-women ...

Texas rideshare driver Shawn (@shawntv96) has issued a PSA after picking up a passenger following what he called the “worst first date ever.” However, as Shawn soon learned, the situation was a little ...

They can be the first encounter you have with Mr. or Mrs. Right (Now), the greatest romantic rendezvous you’ve had in a while till he asks you to spot him for dinner or she proclaims her unrequited ...

The majority of first dates are dreadful: Your dumb jokes backfire, the filet comes overcooked, and your eyes start to hurt from so much awkward staring. But there are bad first dates, and then there ...

BRISTOL, Mass. — This might be the worst first date, ever. A woman in Massachusetts became an unexpected getaway driver for a man she met on a dating app after he robbed a bank at gunpoint. This was ...

A Miami woman visiting Kansas City breaks down the ‘worst’ first Hinge date she’s ever been on. From the tone of the comments section, she isn’t the only one frustrated with the current dating scene. ...

Caitlin’s date checked all the bad first date boxes and exhibited red flags, including but not limited to: using her as a prop, revealing that he’s incapable of dating women his own age, threatening ...