From painfully awkward silences to jaw-dropping twists, these awful first dates are packed with cringe and unexpected drama. If you’re into real-life dating disasters, messy relationship moments, and laugh-out-loud date stories, get ready to explore some of the worst first-date experiences that truly earn a drama award.
1.
- A few years ago, I went out on a date with a guy I met online. We went to a nice restaurant, and he ordered the drinks while I chose the appetizers.
My drink tasted a bit off, and shortly after that I started feeling really dizzy.
I went to the bathroom to get some air and ended up collapsing in the hallway. He didn’t even realize I was gone.
The staff called an ambulance, and I was taken to the hospital with food poisoning. He only found out what happened when he texted me days later to accuse me of ghosting him.
2.
- I matched with a guy who wouldn’t stop talking about how “special” our first date would be.
We met at a cozy restaurant, and halfway through the meal, he asked the waiter to bring out a cake.
I assumed it was just a cute gesture, until I saw “Happy Birthday, Mom!” written on it and watched his mother walk in with two aunts behind her. He cheerfully introduced me as “the girl I might marry one day,” on our very first date, while his family grilled me about kids, religion, and my cooking skills. I blew out the candles, excused myself to “take a call,” and never went back inside.
3.
- I went on one date with a girl via the dating apps.
We got dinner, and it was going well until she asked to see my work email.
She said that she loved to see her friends and families work emails as it provides valuable insight on their lives. I was working for a judge at the time and everything was strictly confidential so I told her “no”.
She got in a big tiff about it saying that it was no big deal, and everyone she’s asked has done it, and kept asserting that I show her my emails. I quickly paid for dinner and we left shortly thereafter.
4.
- Went out on a date with a girl.
Went pretty OK. A few days later, she texts me saying she is planning on taking a high paying job in New York.
Having only gone on a single date, I said she should definitely take it and I wish her luck. She responds by politely asking me to never text again.The story doesn’t end here — it continues on the next page.
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