Top 5 Worst First Dates as Told by the Waiters

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Ben Weiss • Writer and Editor
May 12, 2023 2:00 PM EDT

Remember that your behavior on a first date is not just seen by the person with whom you are eating. Your server can definitely tell when it's a first date, and you better believe that they have attentive eyes and ears that can easily sense when something is off. So you better behave, unless you want to end up on an Ask Reddit thread like this one. 

 

Some of these stories range from folks going to the bathroom and taking off (I thought that only happened in the movies!) to bad dates turning into a romantic opportunity for the server. Keep scrolling below for these five stories. For more compilations like this, check out these bizarre coworker tales. 

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  • 01
    Rectangle - Waiters of Reddit, what's the worst first date you've ever seen?
    via Priscilla Du Preez
  • 02

    #1: Talk about a committed wingman!

    Font - [deleted] 2 Ok so I have been a bartender and a waiter over the years and have witnessed a couple of really sad ones, a couple crazy ones, and one that was just brutal. This one was the best of them all I thought.
    via u/ntnvctr + comments
  • 03
    Font - Good looking dude, fit, clear shaven, kind of looked like Jim Cantori from the weather channel but younger(24 had to card him) and slimmer. 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. She was by anyone standards drop dead good looking and killing it in
    via u/ntnvctr + comments
  • 04
    Font - 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 and out of the blue this dude whistles at me. Shocked honestly as the bar is pretty empty. He whistles at me again while I am looking at him trying to figure out if he really just whistled at me like a dog. "yo man, more f shots!".
    via u/ntnvctr + comments
  • 05
    Font - Disappointed as he really kind of seemed like a nice guy 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 and eye out we are gonna get lit! Yo!".
    via u/ntnvctr + comments
  • 06
    Font - I retire to the side bar real quick and one of the other guys working that night starts to talk to him while the girl goes to ladies room. When she gets back he whistles at the other bartender again and shouts "Hey man! Where are my shots! Pronto!". This guys starts just hammering shots. Not crazy but pretty d Iquick he is though at least five. Girl only did the one and is sitting there sipping at a Wine.
    via u/ntnvctr + comments
  • 07
    Font - The dude, we will now call "YO!" starts to get a bit sideways. Nothing big, just loud, laughing at his own jokes, talking over the girl every chance he gets. He then announces that he has to piss on a rock and walks to the back. The girl looks mortified and sad. She is texting away like a mad man. Then I hear him in the back raising some cane and out he comes with a dude under his arm. They sit down and he starts talking to different girl at the bar. He is not really piss drunk but well o
    via u/ntnvctr + comments
  • 08
    Font - 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. I ya, good honestly thought for you dude.
    via u/ntnvctr + comments
  • 09
    Font - 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. Give us 20 bucks and buys us a shift drink for when we get off. I was off at this point and sit down to have mine with him. He lets me in on his game. He did it all for his friend. Got 1/2 drunk played the fools 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
    via u/ntnvctr + comments
  • 10
    Font - They all came in about a month later looked all buddy buddy the trio of them. That whistled at me again but I admit it was funny. 29.3k Share
    via u/ntnvctr + comments
  • 11

    #2: When the server makes a call to save the day!

    Font - XelaKebert. 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.
    via u/ntnvctr + comments
  • 12
    Font - 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 out of here."
    via u/ntnvctr + comments
  • 13
    Font - 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. One of my shining achievements as a server.
    via u/ntnvctr + comments
  • 14
    Font - EDIT: when I posted this I didn't expect anyone to see it, so to reply to the most common questions. I called him and told him I was broke down on the side of the road and needed a lift. I never talked to the wicked woman. Consensus from the server in charge of her table was she was just overly rude and off-putting. 22.7k Share
    via u/ntnvctr + comments
  • 15

    #3: This one has an unexpected wholesome ending!

    Font - SovietSocialist Robot I was a waiter as a first job. It was an attractive young woman and an average- looking man. First off, these people were 30 and I have no clue why they decided to go to Applebee's for dinner. The guy was wearing plaid sleep pants and a oversized red zip-up Columbia. The woman was dressed more nicely, but it was still casual. All goes well until it comes time for entrées.
    via u/ntnvctr + comments
  • 16
    Font - This guy orders a ton of ribs (a few full racks) and refuses the girl her original order of a house sirlion, which was only about $6, less than a fifth of his order. The man orders a four dollar salad and a water for her. The woman stopps talking completely while the man talks about some crazy party he went to. The man guzzles a few Strawberry Quencher Iced teas, says " and "Seeya Friday, leaves her with the bill.
    via u/ntnvctr + comments
  • 17
    Font - 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. Not as interesting as everyone else's for sure, but I thought I'd share it. 16.4k Share ...
    via u/ntnvctr + comments
  • 18
    Font - ntnvctr OP. This is one of the best so far. How cute they're engaged now! 4.4k Share
    via u/ntnvctr + comments
  • 19

    #4: Can you say "thank you, next?"

    Font - oversized_canoe. 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 "SEPERATE". 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. 12.9k Share
    via u/ntnvctr + comments
  • 20
    Font - ntnvctr OP. Lol, he's like, this is not working NEXT 9.9k Share
    via u/ntnvctr + comments
  • 21

    #5: Seems like this lady had it coming!

    Font - mcmoonery. Worked at Applebees. 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.
    via u/ntnvctr + comments
  • 22
    Font - 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.
    via u/ntnvctr + comments
  • 23
    Font - So after ten minutes, she just started crying, pushes her chair over, and flounced out. I didn't get a tip, but it made my night. 6.8k Share
    via u/ntnvctr + comments

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first date FAIL server askreddit restaurant reddit thread Reddit dating
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