32 Food Service Workers Describe The Awkward, Ridiculous Dates They’ve Waited On

16. Scumbag “adorkable” boyfriend

I work at a semi fancy kind of place and when prom rolled around I had this one super adorkable couple sit at one of my tables and everything was going great for them until at the end of the meal (they both had a big steak entree) I offered if either would like dessert.

The guy said no thanks and the girl said she wanted some bread pudding. This guy then says “wow” and just stared at her. I could feel the waves of mortification emanating from her body. The poor girl. She just instantly shut down and stared into her lap.

I felt so bad for her and then she gets up and walks away. I stared at this kid, wanting to tell him what a little shit he is. But instead I said, “wow, that was insensitive, you just ruined her whole night” he says nothing and he pays and leaves. No tip. But it was worth it.

17. Why the restaurant

I worked at a restaurant for 7 years. In that time I had a couple who were regulars (came in about once or twice a week). I waited on them for probably a year and a half and then they just stopped coming in. A couple of months later they came in with two other men. They continued to come in for about a month. Didn’t see them again for another few months and then the guy starts coming in with different women. Finally got curious enough to ask him what had happened. Turns out, he and his wife got a divorce and were meeting at the restaurant with their lawyers to work out the details. It was pretty strange.

18. Both of these stories are sad

I have two stories that I have been dying to tell:

  1. I had man come in for dinner (I work in a four star restaurant) sweating bullets from the time he sat down. He and the lady were obviously a couple and the entire staff guessed what would happen, especially after he ordered a $300.00 bottle of champagne to start the meal. She looked happy, but worried through the entire meal. When the dessert came he got down on one knee and I heard her say, “Please don’t.” Those two words stopped MY heart, I cannot imagine what this poor dude was going through. They had a hushed conversation and she ran out, literally ran, while he sat there still holding an open ring box. He finished the bottle of wine they had ordered during dinner, and pretty wasted turned to me and asked, “Why won’t she let me love her?” Just like that. Like I am going to give him some kind of answer to explain the complex and painful thing that has just happened. I told him that sometimes we fall in love with the wrong people, and the only people worth anyone’s time are the ones who give back what they get. He finished the bottle, paid his tab and walked slowly to the parking garage. I never saw him again.
  2. I used to wait tables at a Bob Evans that was located across the street from a nursing home. Whoever chose that location was a genius because old people love the shit out of Bob Evans. I had an elderly couple who came in every day for lunch and ordered the same thing. It got to the point that they I would have their meal on the table by the time I saw them crossing the street from the window. (They usually only got applesauce/banana bread/mashed potatoes.) One day the old man came in alone after a week of absence. He never said it, but I knew she had died. He still ordered for her, and let the food sit on her side of the table. Every. Day. I cried more than one time delivering it. I hope one day my future husband loves me that much.

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