You had to open your big mouth, didn’t you? You had to tell her that you like your ex’s hair more than hers. Now it’s not just your problem; it’s everyone at Dairy Queen’s problem.
These terrible date stories are taken from an AskReddit thread. Link on the last page.
1. I was working at a Mexican restaurant at the time. I was waiting on a couple and I could tell it was a first date by the questions I heard them asking each other.
Towards the end of their meal, a waitress who was Hispanic was sweeping next to their table. The woman sneered, looked at her, held out the remains on her plate, and said: how would you like to take this home to feed your kids?”
I stood there in complete shock. This woman spoke no English, but she could tell this random woman was completely degrading her. The sad thing is she seemed like she really thought she was doing a good deed. Her date looked so embarrassed.
2. Served a couple a few months ago. Everytime I walked over, he would always be the one talking, and she would just be sitting there not having a good time. At the end I asked if it was one bill or separate and she immediately piped up “SEPARATE”.
I go and take his payment, and as I hand over the Debit machine to the girl, I see the guy take his phone out and start swiping through Tinder.
3. Once witnessed a date where the dude talked about how special he was and how his mind wasn’t like other people’s for the entire date. The girl was politely nodding along and every time she tried to get a word in, he’d cut her off. Absolutely brutal.
4. I work at a fairly nice Italian restaurant, where we do a lot of business. One night a man who I was not even serving came up to me while I was punching an order in on the computer and hands me $20 and a napkin with a phone number on it. (continued)
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He proceeds to tell me “I am on the worst date of my life, this woman is hurrendous and I have to get out of here. Take this $20 and please go to the nearest phone and call me and tell me that I have to get home right away. I don’t care what excuse you make up, I just gotta get the hell out of here.”
Initially I thought he was kidding until 2 minutes later the guy who was serving him came up to me to tell me how wicked this woman was and how he could tell the guy didn’t wanna be there. I promptly called that guy as soon as I had a free minute so he could escape.
One of my shining achievements as a server.
5. It was an attractive young woman and an average-looking man. The guy was wearing plaid sleep pants and a oversized red zip-up Columbia jacket. The woman was dressed more nicely, but it was still casual.
All goes well until it comes time for entres. This guy orders a ton of ribs (a few full racks) but refuses the girl her original order of a house sirlion, which was only about $6. The man orders a four dollar salad and a water for her.
The woman stops talking completely while the man talks about some crazy party he went to. The man guzzles a few Strawberry Quencher Iced teas, says “Seeya Friday, b*tch! and leaves her with the bill.
She said the guy seemed nice when they talked on Tinder, but was very uncomfortable with him in real life, and afraid to say something. A co-worker and I paid for her meal, and later she and the same co-worker starting dating, and they are engaged now.
6. Good looking dude, fit, clear shaven. Sitting at the bar going on about how he had a date with this girl that his best friend was crushing on hard. That his friend just refused to ask her out because she was into him instead. He was really getting into his story when she walks in and he clams up like someone shocked him.
Anyway, she comes up and the do the little kissy huggy greeting and she orders a tequila shot with a lime. He does one with her and they banter about getting that out of the way and move in to a little more intense banter. Then out of the blue this dude whistles at me. He whistles at me again while I am looking at him trying to figure out if he really just whistled at me like Im a dog. Yo man, more shots!” (continued)
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I go to pour him a shot and let him know I am not a dog he does not need to whistle to get a drink. “Sure, sure man. No worries. Just keep an eye out – we are gonna get lit!
This guy starts just hammering shots.
The dude, who we will now call “YO!, starts to get a bit sideways. He then announces that he has to pee and walks to the back. The girl looks mortified and sad. Then I hear him in the back, and out he comes with a dude under his arm. They sit down and he starts talking to different girl at the bar. He says something out loud to the other girl about gay people and walks outside. His friend follows quickly after and the girl is left at the bar alone.
Five minuets later the friend walks in, sits down, has a drink with the girl. I hear him say that he put him in a uber and sent him home. They walk to go to the place the other dude had reservations for them at. This is where the twist comes in.
About 30 minutes later YO boy walks back in sober as the day he is born! Sits down waves me over and apologizes for whistling at me. He lets me in on his game.
He did it all for his friend. Got 1/2 drunk, played the fool, and called him to come save the day. Honestly said “he is a better man for her than me. She is really just not my type”. I was stuck between awe and impressed.
7. I’m a waitress at a mid-range priced bar/grill. Just yesterday, a younger couple came in, and as I greet them I ask if they want anything besides water.
Conversation is as follows.. Girl: May I have a Coke? Or Pepsi? Boy: God, Erin. I’m paying. Girl: Water will be fine actually.
My heart immediately sank, because you bet he tipped less than 10% too.
8. I used to work at a little diner place, definitely not the type of place to bring a first date. There was this guy who’d come in every Friday with a different girl. (continued…)
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He was a very good looking dude and was alway super polite and very nice to me, but he was super awkward. The girls would look kind of skeptical as they walked in (probably because of the crappy diner scene). Every week, about halfway through the meal, like clockwork, the girls would develop these “get me the hell outta here faces.” Thats when I would bring the check. They always boxed up their food and left right away.
I had the chance to talk to one of them while he was in the restroom. Apparently he wasn’t harmful, there was just something off about him that the girls didnt like. His persistence is on point though.
9. This woman was the worst woman I’ve ever waited on. She was needy and slurped down her iced tea like there was a world wide shortage. He was silent. He didn’t talk once except to order his quesadilla burger, and she just kept going and going prattling on. And she was mean too! Talking down about how people were losers to be servers, and how much better it was to work in a shop.
At the end, he went to the bathroom and just never came back. He apparently jetted out the side door where the to-go girls worked and gave them a twenty to give to me. Worst Woman was just sitting there and waiting for him to come back. I stood there at the servers station just waiting for her to realize he wasn’t coming back.
10. Man and woman cozy in a booth. Different woman storms in through the front door literally dragging two kids behind her, right past the hostess station to stand defiantly in front of the couple and proceeds to FREAK OUT. Dude literally had no words.
11. I work at a country club that is up to its ears in old money
I was serving a young couple and the power imbalance was phenomenal. She was the daughter of one of the board members and the entire staff knew her. And the gent, well he wasn’t a member, and certainly looked like he was just your average broke college student. The date seemed to go smoothly enough until I brought the bill. (continued…)
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She had gone to the bathroom. The bill was well over $300 worth of food and drinks, all things SHE insisted on ordering. He solemnly goes to pull out his wallet and starts tearing up apologizing that he won’t be able to tip. He further explained he was a server too and that she didn’t know he wasn’t rich and she actually walked out on him because he had told her he was on a scholarship.
I was flabbergasted, and kindly reminded him that at this country club we do not take credit cards nor cash, we only charge to accounts. And so her father got a hefty bill–rest assured he signed a handsome tip to me in her name. Last I heard her father cut her off.
12. I work at IHOP. About once a week two middle school/early high school age kids come in and sit a table away from each of their parents and kiss and and hug on each other excessively. One time I think the guy was getting some action underneath the table. The parents just maintain conversation and pretend not to notice. The kid is also a huge jerk who never tips.
13. I used to work at a very small neighborhood restaurant. Everyone that came in was a regular. Most were couples in their 40’s-50’s out for a quiet dinner, but there was one stand-out.
A VERY handsome man in his early 30’s would come in, it seems, only to break up with women. About twice a month he would come in with a beautiful woman and partway through their meal she would be crying. I always tried to clean the tables near them for as long as possible but I never heard much of his speech.
He always tipped well and was super nice to me and my coworkers, it was just brutal seeing him bring in a new lady and knowing what she was about to go through.
14. I was working in a small restaurant with two floors. A woman and a man came in and I had a table for them upstairs. It looked like they had a first date because they were asking those “getting to know each other”-questions.
After ordering food the woman had to go to the toilet, which is downstairs. As she walked to the stairs, the food arrived. She walked down, tripped and fell all the way down knocking her head on the ground. (continued…)
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Two colleagues immediately rushed over to her to see how she was doing. She was unconscious and bleeding from her head so they called an ambulance. I went to the man while he already started eating and told him his partner fell down the stairs and that she was unconscious and that an ambulance was on the way.
He walked to the stairs, looked down and walked back to his table to finish his food. Later the ambulance arrived and I asked him if he wanted to go with hem to the hospital and he said no. Then he started finishing her food as well!
15. More a story of a non-date: I worked at a cafe and it was a small local chain so there were two other locations in the city. This guy sits down for about an hour and comes up to the counter and asks if we can call around to the other locations to see if this girl was there because they had a date planned and he was sure she must have just gone to the wrong location.
We called to the other two locations and they said they never saw anyone fitting that description. The guy stuck around for another couple hours, buying two more drinks and a sandwich just waiting until we finally closed for the night. I felt so awful for him! He seemed so crushed.
16. Above average looking guy sits down and says he is waiting on his Tinder date to show up and I tell him I’ll keep my fingers crossed.
The girl shows up a half hour late and you could tell she didnt look anything like her photo just because it took him a minute to recognize her.
I got an “oh well” look from the guy when she was in the bathroom. He didn’t say anything to me. Just had his dinner. Every time I refilled the glasses, there was conversation with both people smiling. At the end of the meal he paid the whole tab and tipped (well).
After they said their goodbye’s I caught up with the guy. I had finished all my tables and wanted to know if he was seriously okay with the fact that she had misled him like that.
So I ask how his meal and date was. Then ask if there would be a second date. He said not likely. I told him that’s what I thought but they seemed to be having a good time.
He told me, “Why wouldn’t I be a gentleman? I get that shes self-conscious about her appearance. I used to be too. Everyone deserves compassion.