31 Cringey Valentine’s Day Moments Witnessed by Restaurant Workers

‘He started coughing up chunks of blazing wings in her face’
31 Cringey Valentine’s Day Moments Witnessed by Restaurant Workers

Though that one scene in The Office reminds us it’s possible to feel God’s presence in a Chili’s, it’s truly impossible to feel romance in an Olive Garden — especially if it’s Valentine’s Day

One Redditor remembers bearing witness to a horrifying sight while working at the chain restaurant. A young man stood up and tapped his empty wine glass until he got the entire room’s attention. He then knelt down on one knee and asked his date to “accept this promise ring.” She, of course, looked horrified from start to finish. 

Those aren’t the only times Cupid’s arrow missed the mark either. Other such Valentine’s Day disasters include an extreme-couponing husband, a proposal that ended in the emergency room and way too many people spending the night at Buffalo Wild Wings.

dos-stinko-uno-pinko . 5y ago I'm no longer in the business, but we had a failed proposal. It was so hard to watch, in a fucking Buffalo Wild Wings no less. 80 ...
shofaz 5y ago . Edited 5y ago A few years ago, I worked as a waitress for a very exclusive hotel in a Mexican beach and one Valentine's Day a couple of A-List celebrities were quietly having dinner, when suddenly she said to him: And why exactly do you want us to go to that romantic getaway in that amaaazing yatch? So you can fall asleep... AGAIN, like last year? (More or less words). My mind flew all over the place, because he has been a sex symbol like, forever.
MooseKnocker . 5y ago I worked at Buffalo Wild Wings, a guy tried to do the blazing challenge to impress a girl, he inhaled some of the vinegar and started couching up chunks of blazing wings one her face. It was amazing because the guy was always an asshole. 50 ...
KittenKankles 5y ago Not a disaster, but definitely cringey. | used to work at Chili's where we had the very well known 2 for $20. This guy brings in his date and says baby, you can get anything you want off the 2 for $20 menu | mean, I guess they're right, chivalry certainly is not dead 36 ...
muffinpoots 5y ago I walked up to a table and the woman said happy Valentine's day. I said i thought that was yesterday. The dude groaned oh come on | convinced her it was today. Не had forgot and tried to gaslight his wife. 32 ...
iforgotwhatiwasaying 5y ago My second year working as a server on Valentine's Day I was training a new employee. A couple came in and had dinner that night and the new employee was very chatty and talkative and wound up talking to this couple quite a bit during the course of the evening. This guy was a regular but I didn't recognize the woman he was with that night, a pretty blonde, but they seemed very cozy were flirting with each other, holding hands and kissing. The following evening I was on shift training the same employee and the same
JustaMoldyCheeto 5y ago Not me but a friend of mine used to be the guy who sat at the front desk in one of those classy steak places. And you had to make a reservation a month in advance. On Valentine's Day it was like a 3 months in advance. But anyway, this couple comes in for their first date, and she opened her eyes(her date closed them bc it was supposed to be a surprise) She proceeded to get the most terrified look on her face, IM A VEGAN she screamed in his face and promptly stormed out. Не
winterbird 5y ago Had a woman joke about how she might be the side chick because he took her out for lunch on Valentine's instead of dinner. Не sort of looked down and to the side silently, as the moment took him by surprise. And she blew up. It got confirmed that she is indeed the side piece. 82 ...
Obliviosso 5y ago Guy literally confessed to cheating on his wife while they were sitting at my bar in the middle of a busy Valentines Day shift. Needless to say, she didn't give a shit about causing a scene it was an old British couple who were vacationing in LA. I didn't hear how it started, but the first thing | remember was she kept saying , How could you. Over and over, louder and louder. This ended up resulting in her basically just bawling while the POS shrank like the weasel he is next to her. They stayed there for
persondude27 5y ago I worked at an Olive Garden in college. I had a table of regulars in their early thirties. It was probably my fourth or fifth time waiting on them, and the guy invited me back to their place to fuck  wife. Не clarified that is was Nothing weird! I just like to watch. 22 year old me, having grown up ultra-conservative Christian, declined. 96 ...
lheartpugs 5y ago I had a couple come in, we were serving endless shrimp. 30 minutes into their dinner They were obviously arguing, the girl is bawling, so I'm trying to give them their space. But this guy kept calling me over to order more shrimp, with his girlfriend crying hysterically next to him! Не ordered round after round, while his girlfriend was just crying. Eventually she got up and just left him there, and he stayed another hour or so and just kept ordering. 245 ...
SpaceJam21 5y ago This probably won't be seen but I used to serve champagne for 'Cupid Capsules' on the London Eye. Got to the top with the couple, he got down on one knee and gave a long speech, she said no. Immediately. She starts crying. Unfortunately, that's the only time other capsules can see into yours. The capsules either side burst into visible applause. We had 15 more agonising minutes until we got back to the platform. 153 ...
shmokenapamcake e 5y ago . Edited 5y ago When I asked a drunk guy how he wanted his steak cooked he said I like it raw and licked his lips at me. She left. Не fell asleep at the table. It was awkward. 283 ...
lemjor10 5y ago | was a waiter at Red Robin for 8 years. | had a guy tell me he was going to propose, he gave me a ring and told me to put it in the burger. I suggested that we put it on the bun over the pick that holds it together so condiments wouldn't ruin it. Не said no I want it in the burger. So I put it in the burger. Long story short she ended up swallowing the ring and the guy had to rush her to ER. They were in such a rush they
Onlyalix . 5y ago A husband took to screaming at us in front of his wife and family because we wouldn't take discount vouchers for the meal. His family, embarrassed, walked out and left him there and he paid shortly after and left. Who said romance is dead. 116 ...
sadolan 5y ago Edited 5y ago was a hosting at a really busy brunch place and Valentine's Day was one of our busiest days. We had a full waitlist with tons of people in the lobby when this dude walks on with this huge teddy bear and a bouquet of roses. Не said he wanted to drop them off for my coworker so I let her know he was there but understandably she was running around so it took a bit. While waiting, a bunch of folks waiting for tables complimented him on how sweet he was to do that
m0c0 0 5y ago | know I'm late but while working at a sushi bar in college | witnessed a blind Valentine's day date where the guy who showed up was already the girls ex-boyfriend. 947 ...
Draigzlor 5y ago A couple came in to the restaurant I work in last year. They split a meal and looked happy enough. Half way through theyre meal I notice the guy seems upset. He's speaking louder and faster and the girl seams a little shocked. The guy start screaming ABOUT SUGAR! And how its the biggest problem of the 21century. How her not caring is gonna get all of us killed and it's her fault. There was a waiter trying to get involved at this point and asking him to stop screaming, the girl was so embarrassed she just
GATEWAI 5y ago We had a reservation for a kids birthday party on the bus (we have a seating section on a old school bus). A preteen couple comes in and the guy gets mad because we told him we couldn't seat them on the bus due to the reso. Не tried to force his way up after being told repeatedly no. Pretty sure he was trying to impress his date, who watched this all unfold. - 1.4K ...
Skyre_Rose 5y ago A few years ago, I had finished my shift at a pub I was working at, and sat at the bar with a drink. There were still a few couples sat in the restaurant, but the boss let me clock off early. I had a pint before leaving, and at a table near by, it sounded like a proposal was about to happen, a few people went quiet listening in. Then, it happened. Guy: Hannah, will you marry me? Не was kneeled in front of his girlfriend, her sat down. Girl: Hannah? Who the **** is Hannah?
LeapingMouse 5y ago Not my table, but back in my Olive Garden days, we had a man who looked to be in his mid-20s tap his empty wine glass with a fork to call for attention of the surrounding strangers, then get down on one knee with silver band in hand, and ask his girlfriend/date to accept this promise ring. She looked horrified start to finish. - 17K ...
_lilliput_ 5y ago 16 years in hospitality gives you some good stories. The most awkward: My first job as a waitress a guy wanted to propose to his girlfriend. Не came in 2 months before to book and had everything figured out. Не planned to pop the question during dessert. We had champagne, balloons and sparklers prepped for the big moment. The time comes, he drops to one knee gives a speech about his love for her. Не asks, she says no, puts the ring in her bag, finishes her dessert and leaves. Quite possibly the most awkward thing I
Yeetacus420 . 5y ago . Edited 5y ago Had a man and woman sharing dessert and the man playfully put a bit of the ice cream on her nose she then did the same and he did it back once more but with a different flavour of ice cream. She the flipped out at him because you know | like chocolate the most why would you waste it you idiot. In the end she stormed out cause the man couldn't comprehend how much she was blowing up the situation.
ChefHannibal 9 5y ago There was a note in our reservations that it was an engagement, they wanted champagne, a specific seat, bunch of other stuff. The server comes up to the table with something like so I read we're celebrating an engagement, congratulations. Confusion from the woman; glaring from the guy. Не hadn't proposed yet. She ruined it. 9.2K ...
OffensiveGender 5y ago These two were on a date and the guy went to go use the bathroom, The girl just up and leaves after he went to the restroom. When the guy came back he sat around for awhile until asking his waitress where she went. She replied with saying that she left. The guy then asked the waitress if she would go on a date with him. The waitress said no. - 3.3K ...
jimmyjohnjohnjohn 5y ago Two failed marriage proposals on the same Valentine's Day. 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. - 44K ...
beejeko 5y ago A guy did a backflip and asked a girl to be his valentine... she declined. | walked up to him and asked if he was fine, he said it took him a week to perfect. 13K ...
grub_en 5y ago Bus boy on Las Vegas Strip, An attempted proposal. Dude tries to set up sign with gf's friends for her to show up and see the ring near a fountain. Duck stole the ring, they found it 2 hours later as he dropped in the fountain. She still said yes. Free drinks where given. - 19K ...
allthewrongwords 5y ago Back when I served food at one of those super touristy seafood restaurants, I worked a Valentine's Day double shift. For lunch, this younger couple came in celebrating their one year anniversary. I offer my congratulations and proceed to do my usual spiel before taking orders. The girl is looking more and more dismayed the longer I talk. Finally I get to the end and ask if there are any allergies. She looks directly at her boyfriend and states, yes I'm allergic to fish and shellfish. Then looks over at me very sad. I made sure every
RavesWithHerself e 5y ago Her: Man, this is a really great steak! Him: Did you say this is a really great date? Her: ....no 6.2K ...
kammerer_er_er 5y ago She proposed to him by having MARRY ME? printed on a heart-shaped pizza with sauce... The conversation was too muffled to overhear, but it's clear the answer was no... Не left. She cried. She ate the whole pizza. 32 ...

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