Sometimes first dates go well, but usually, it's not that easy. And once in a while, they totally go up in flames. These dating disasters are often the worst case scenarios in each situation. In some cases, it's the couple's first time meeting each other, but others just aren't meant to be, even if they are together. Check out these terrible dates. Content has been edited for clarity.
Not Again…
‘I’ve told you before I’m not marrying you.’ He flips, she’s super calm about it and basically treats him like a child having a tantrum, which to his credit he was not screaming or anything, just very upset. He left, she ate the dessert and eventually, he came back and paid and they left together. Super awkward.”
A Work Relationship Gone Sour
Shutterstock / CREATISTA
“This man and woman came in and the first thing I notice is that the woman was noticeably older than the man but I don’t really judge about that kind of thing. I also don’t assume people are on dates. Maybe she is his aunt? Or they are just friends?
So I went to go ask about drinks and do the usual peppy greeting and she is super chatty. Basically, she talks for him and answers questions that were straight for him. Okay, I think, maybe that’s just how they are. Whatever. She proceeds to order them both heavy drinks straight..at 10 am. I figure, ‘Eh, maybe they are on a vacation together.’ You never know.
It finally hit me that something wasn’t right was when she wouldn’t stop making inappropriate comments about the two, which is how I knew it was kind of a date. I am talking straight up things like, ‘I am 53 but with the amount of work I have had done to my downstairs, he won’t be able to tell tonight if I am actually 23.’ I am watching the man’s face and he looks pained.
I watch the table from afar. I realize it kind of looks like a date gone wrong, but they seemed to know each other so I am not really sure what is going on (and servers always chat and theorize about their customers in their free-time), when the man gets up and comes over to me and asks me to chat with him around the corner really discretely. So I do. He looks like me and is talking super fast as he explains that this is his boss and he has to meet with her quarterly and she just has to sign a single form to approve what he has been doing and she insists on going out for a meal and drinking and then trying to sleep with him. Every time.
I was horrified for him– he looked that panicked. He said that he usually gets her to sign it before they leave the restaurant and then makes an excuse to ditch her. We made a code sign (him patting the back of his head three times) so that I could intervene when she would get far too inappropriate but honestly, she didn’t change much when I would come. He also asked me to bring him fake adult beverages, said I could charge full price for them for but to make them water or just soda.
I still think about him sometimes and wish I had gotten his name or something so I could check in and encourage him to report her, but in all honesty, she probably owned the company he worked for or something the way she spent money and looked.”
No One Could Have Predicted That
“I work at a Red Lobster. One time I was serving a table of two who had clearly met up for a first or second date. Both of them seemed very wealthy, but the gentleman specifically seemed a little odd.
Long story short…the gentlemen began coughing and went to the restroom for a second to get himself together, but ended up taking around 30 minutes. The lady requested we go in and look for him, so we did. It turns out he had a massive heart attack and we found him dead on the bathroom floor. We didn’t quite know how to tell the lady, or even what to do really (besides calling the police), but by the time we went to look for her, she had taken all of his things and she had left. Not so much awkward as much as just a weird, messed up scenario.”
A Quiet Fight
Shutterstock / Roman Kosolapov
“I served a deaf couple having a fight. They went from both of them signing furiously to her crying and signaling to me for a stack of napkins for, I assumed, her tears. She whips out a pen and starts writing paragraph after paragraph angrily. She would sign, stop, wipe some tears, start to sign, cry some more..so I’m assuming she got her thoughts out better in writing rather than signing to her guy.
I walked backward after the fight got into earnest into the kitchen and my coworkers were hysterical laughing when I told them why. My boss said ‘At least it’s a quiet fight. Keep an eye on them to make sure they don’t start throwing things at each other.’
It was awkward because I kept having to come back to the table since they ordered multiple courses and he was just eating and signing while she was hunched over the table writing away while crying. When they finally left, they tipped me pretty well though, so I guess it wasn’t too bad?”
Too Romantic Too Soon?
“I was working at a local Mexican restaurant. This guy came in saying he was going to be meeting a date. She was coming a little later. He asked for a more private spot, which wasn’t hard to do. It was like 9 pm and we were almost empty.
So the server sat them at a small booth in the back room. He was telling her how it was a special date or something. It was a couple weeks before Valentine’s Day and we had some candles so she lit one for them and put it on their table. He had also brought in some roses and a vase for the table. He was showing her this necklace he had bought and was going to give to the woman.
So this woman shows up and sees this whole set up and looked super uncomfortable, and we would soon find out why.
