Dating is tough, and anyone who says otherwise is lying. No matter how old you are or how much experience you have with dating, it never gets any easier. Sometimes, it can even be embarrassing and cruel.
Many adults choose to get to know each other over dinner. In fact, the most common date is to a restaurant for food or drinks. You might think a date like this would be pretty foolproof, but that’s not always the case.
The servers who work at these restaurants see and hear a lot of strange conversations while they are waiting tables. They may happen to be around when a date doesn’t work out and see and hear everything that goes down.
These servers have all witnessed some crazy dates. Some made the servers laugh, and some made them want to cry. Most of them will never forget these dates. Here are 35 horrific stories that show how awful dating can be.
1. That’s Tough To Watch
“Those two words stopped MY heart, I cannot imagine what this poor dude was going through. They had a hushed conversation and she literally ran out, while he sat there still holding an open ring box. He finished the bottle of wine they had ordered during dinner and got pretty wasted. Finally, he turned to me and asked, ‘Why won’t she let me love her?’”
This poor guy just wants to be loved.
Source: Four Nouns
2. Don’t Get The Soup
“The man excused himself to use the washroom and I brought his soup to the table. By this time the pile of scabs wasn’t there anymore. The guy came back from the washroom, saw the soup and no scabs, and decided not to eat the soup.”
Were the scabs in the soup?
Source: Sarin 77
3. A Little Weird
That’s a really strange thing to say.
Source: Cheesey Romance Novel
4. He’s Stuck
Poor guy was probably so embarrassed.
Source: Stick Tips
5. Keep It In The Family
Let’s hope it wasn’t the latter.
Source: Shays Days
6. Full Circle
She was probably mortified.
Source: Sol Can Escape
7. Life Lesson
He was just trying to give out some advice.
Source: Thare187
8. Exchanging Stories
“They continued on in typical first date fashion, and then the guy started talking about the time that he got arrested for motorcycle racing, probably trying to seem edgy or like he was a badass. The lady friend responded with her own story of getting arrested: She got shitfaced and was giving her bf at the time a BJ in his truck when some cops checked on them. She ended up puking on the hood of the police cruiser. Evidently, that wasn’t a deal breaker, and the guy responded by telling her about the time that he was arrested because the cops thought he was trying to abduct his little sister.”
Some people just don’t care about these things.
Source: Bele Goth
9. That’s A Hot Date
“The waitress told us about it, my girlfriend got excited about the concept and we ordered it. I kept warning her that if she got that piece it could ruin her night but she was totally into the idea. When the roll got there one of the pieces was slightly more decorated than the others, and knowing that she didn’t understand what she was getting into I offered to go first and took that one…
“Now I was in the Marine Corps and had experienced the gas chamber on several occasions. This basically felt like that but in my mouth. It was brutal. I tried to remain calm, ate all the ginger, drank everything on the table, and was still struggling to maintain composure. She insisted that it couldn’t be that bad, so I leaned over and kissed her. She looked like she was going to pass out once she started feeling it. That was a painful night. We don’t do shit like that anymore.”
What a romantic memory.
Source: Saints Sinner
10. So Embarrassing
“When I went back, he asked for more sugar and lemons. He’d used all twelve to fifteen packets of sugar (and sweet n low, and cane sugar, and equal) in his water with extra lemon.
“Every ticket I took at that place usually cost about $5-10 per person, and this guy’s ticket was at around $30, which was insane for the place. His girlfriend’s was $8, including the OJs. Time comes to pay and he stares at the girlfriend. She pulls out a card, which comes back declined. She starts crying when he says he doesn’t have money. She goes outside, calls her mom, calls her bank. She’s screaming on the phone for about twenty minutes. While she’s melting down outside, dude comes up to the register and throws down a wad of ones. ‘Here.’ And leaves.”
Maybe they should have checked the bank first.
Source: Sweet Rhyme Pure Reason
11. No Shame
“One of the men disappears into the bathroom. I later find out it was to throw up. Charming. The other three are having a great time. I’m mostly ignoring them except for buzzwords that clue me into their needs.
“But then I hear one of the ladies say, ‘If you’re going to go into porn, we need to know what you’re working with!’ Out of the corner of my eye I see the young man stand up, face the two ladies, and reach for his zipper.”
He’s ready to show them what he’s got.
Source: Annie Normal
12. Such A Tragedy
“The man came back and ordered a hearty sausage on penne pasta. Halfway through his meal, he slumped over and grabbed his chest right above his stomach. This guy might have been around 300 lbs and yes, it was a heart attack.
“I called the ambulance and frantically grabbed a manager nearby to help with any kind of aid. The restaurant erupted with concern, but I was able to clear the way for a stretcher through the back door. With the guy on the stretcher, his date was in tears and cramped with horror. Her muscles tightened along her arms while her hands were clawed around the guy’s plaid shirt.
“This scene with the moody lights and rustic ambiance of Olive Garden was truly disturbing.”
Hopefully, this poor man was okay.
Source: Black Metal Coffee
13. Mommy Knows Best
Mama’s boys don’t grow out of this stuff.
Source: Something Shinny
14. Good Thing He Got Out Of There
“Soon the toddler runs out of juice in her sippy cup, so the mom fills it with the energy drink. She then lets the toddler play with the sugar container. The table is getting louder. The kid pours sugar all over the table and, high as a kite on the energy drink, starts licking it up.
“Meanwhile, the girls are laughing at the toddler’s antics and talking amongst themselves, totally ignoring the guy. He ended up eating half his sandwich and came and apologized to us for the mess and the awful people. He left a $50 and got the hell out.”
He dodged a bullet there.
Source: GoSoLoud
15. Pooped His Pants
“I checked on them about 5 minutes later and he’s looking distinctly off. He didn’t make it to 20 minutes. He pooped himself and ran out leaving the girl sitting there in shock and pretty upset.
“The story was she had been set up on the date by a friend, who’d told her that he was nice, but extremely shy and nervous. Apparently, it was all good until he needed to talk about himself, then poop city occurred. That chair went straight to the dumpster.”
There are no words for this one.
Source: Dammit Dave Not Again
16. The Nerve Of This Guy
“Restaurant is dead silent, and the bartender and I just look at each other and burst out laughing as the guy shuffles back to his table.”
How could you not laugh at this?
Source: Wow_Im_on_Reddit
17. It’s Magic
“Each time I came to the table the woman asked me what the most alcoholic drink was (cocktail the first time, martini the second, and beer the third) and subsequently ordered what I told her. She was obviously using this dude for a good meal and needed to get VERY liquored up.
“Meanwhile the man was just awkwardly sitting there, sipping on his one whiskey drink the whole time either oblivious to what the woman was doing or just welcoming the idea, so he could get lucky?
“Here’s the kicker – he started performing magic tricks at the table sometime towards the end of the meal. When the woman went to go to the bathroom he gave me a playing card and told me to say that I found it in the book somehow. I obliged because he said it would merit me a solid tip, but when I acted out my part she didn’t believe me and called him a liar.”
There’s magic in the air.
Source: I Get Weird
18. That’s Not How It Works
“Anyways, there was a couple on a date for their 10th wedding anniversary, dressed to the nines, jewelry, champagne, the whole deal. About 15 minutes after dropping the entree there was a scream. I come out to see VOMIT EVERYWHERE. Not just on the table, but projectile on the walls, clothing, EVERYWHERE.
“As it turned out, one of the couple had a seafood allergy and didn’t inform us of it. They figured that as long as they didn’t eat any of the shrimp ordered by their partner, they would be just fine while ignoring the fact that it was all cooked by them in the same pot.”
They should know better than this.
Source: Streak 84
19. A Harsh Reaction
Hopefully, the woman wasn’t hurt.
Source: Katonai
20. Caught In The Act
“An hour later, a group of people come in, including a man in a military uniform. The man asks around for the woman and a friend of hers says she’s in the bathroom. He asks me where the men’s room is and I see the main bathroom was occupied so I pointed him down the hallway to the bathroom most people don’t use because it’s kind of hidden behind the party room. He thanks me and proceeds to the men’s room.
“Next thing I see is the woman running out of the bar and the military man bawling his eyes out. After the longest 5 minutes of my life they all leave, and a friend says she’ll come back for the tab later that night. When she comes back to pay the bill, she tells me the woman didn’t know her husband was coming back from Afghanistan and they wanted to surprise her. Since she’d been going to my bar a lot they thought it would be a great place to surprise her. But apparently, she’d been having sex with all the regulars in the hallway bathroom for months. Her husband walked in on the action.”
This poor guy didn’t deserve this.
Source: secondnameIA
21. Mixed Feelings
That’s one way to tell him.
Source: Aeriea
22. Cheap Date
That’s what he gets for being a cheapskate.
Source: Rustafurius
23. What A Jerk
‘Edit: For those who asked the woman stood up after a few seconds by which point the manager was walking over. She started walking towards said manager who escorted her out of the dining room (not sure to where and it wasn’t my table, I would guess the office in the back) until the police arrived. The rest of the staff just kind of ignored it and tried to keep working. My section was next to where they were so it was painfully awkward trying to keep working around it. Poor lady.”
Let’s all hope this guy is still in jail.
Source: S0mcca
24. Gotta Share
“The woman reached over, took Dave’s wrist, and purred ‘If you’ll share it with me. You bite mine and I’ll bite yours.’ Right in front of her date. Dave awkwardly laughed, I nearly lost my shit, and the poor date just sat there. Later, I went to clean the table, I saw she left Dave her phone number. Laughing, I gave it to him. He threw it out.”
David could have missed out on a great girl.
Source: The Super Family Biz
25. Nice Tip
Sometimes, the best action is no action.
Source: Angry Jiggly Puff
26. What A Great Date
It’s sad that this is how dates go now.
Source: Jelly Berry
27. So Annoying
She is probably fun at parties.
Source: Ibprime
28. Not Ready
Maybe this motivated them to come out.
Source: Locrian_DM
29. No Respect
This girl should have been smart enough to leave after that.
Source: MonkeyPirate524
30. Thanks, But No Thanks
“Uh, twice the amount of people I wanted to have sex with from this table and politely decline. He goes to the bathroom and when I come back from the kitchen they were gone. $100 tip was on the table and it was an interesting experience over all, just not my cup of tea. She was mega hot, a real bombshell.”
It was a nice gesture, though.
Source: Kvndslr
31. Whatever Works
It’s a good excuse.
Source: Tissue Noir
32. Crisis Averted
Well, at least he pulled it off.
Source: Spiridione
33. Not What She Meant
“’Hey! You weren’t you at my house last night?’
“Immediately girlfriend went bat shit crazy screaming ‘you were where?!?!’
“They sat at different tables for the rest of their meal.”
She seems like a sweet girl.
Source: Amazerbeam
34. Ruined It
She should have just kept her mouth shut.
Source: Golden Skit
35. What A Charmer
You only take the serious dates to TGI Fridays.
Source: Paint-Can
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