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Valentine’s Day Disasters As Seen By Waiters

February 13, 2025 1:00 pm in by Trinity Miller

Valentine’s Day is all about love, big plans, and romantic moments. For many, it’s a day to celebrate relationships and create special memories. But for waiters and restaurant staff, it’s also a chance to see the good, the bad, and the downright awkward. From sweet proposals to dates that go completely wrong, some Valentine’s Day moments are unforgettable – for all the wrong reasons. Here are a few of those stories that show how even the best plans can go sideways according to redditors.

I saw a couple have a full blown argument in the middle of the restaurant. The woman stood up, took her ring off, threw it at him and walked out. The man continued his meal, had dessert and then paid the bill, left a pretty big tip for the inconvenience and left! u/Theholynun

Two failed marriage proposals on the same Valentine’s Day.

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The first one simply said “no I can’t do this,” and walked out.

The second one stared like a deer frozen in the headlights for an excruciating 30 seconds before muttering “let’s talk about this later.” They stayed for the rest of their 6-course V-day special dinner, eating and making painful small talk. u/jimmyjohnjohnjohn

not really a disaster but this guy came in and said he was waiting for his date, he stayed for 5 hours waiting and she never showed, he eventually ordered for for himself and asked that I remove the other glass of water from the table, he said it was their first date. u/ryanzbt

I was working as a waitress in a Sushi restaurant and Valentine’s Day was an all-hands-on-deck shift. This guy I had just started seeing wanted to go out, but I told him that working in food service, you never get Valentine’s Day off and we’d just have to celebrate the day after or the weekend after.

Nope. He got so upset that he went and asked a different girl out, came to the restaurant I worked at on V-Day and sat in MY SECTION. He then proceeded to spend the entire evening making a fool out of himself and making his date uncomfortable as he tried to make me jealous.

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Needless to say we didn’t go out again. Ever. u/venustas

Image by Timur Weber via Pexels.

Saw a couple have a full on argument at a restaurant. I wasn’t their server but the table was directly in the center of the restaurant and they were certainly loud enough for everyone to hear. My manager kindly asked them to leave and the guys response was to yell “I’ve been wanting to do that shit for 2 years now” and stormed out. u/PackersFan8712

Image by Karolica Grabowska via Pexels.

At the end of the day, Valentine’s Day is as unpredictable as love itself. Not everything works out perfectly, and sometimes things take a turn you don’t expect. Whether you’re planning a romantic night out, spending it at home, or just skipping the holiday altogether, these stories remind us that it’s okay to laugh at the little disasters. After all, they’re the moments we talk about for years to come.

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