16 waiters share what went down on the most awkward date they ever served.

Waiting tables is stressful enough without watching a tipsy couple start a fight and split their assets over the guacamole...

So, when a Reddit user asked, 'Waiters/Waitresses, what is the most awkward date you've witnessed at work?' people who work in the service industry were ready to share the most uncomfortable romantic moments they overheard on the clock.

1.

Couple walks in in jeans, ratty t-shirts. Guy pulls my coworker aside, says he wants to propose. They spend 80% of the meal on their phones barely saying a word to each other. They get like huge meals - we're talking Ultimate Feast stuff your face this isn't sexy at all foods.

They don't order dessert, so my coworker had to bring out the ring on a free drink that we gave them on the house. Coworker sat it down. Girl didn't notice, too busy playing games on the phone. There's about 10 of us crowded in the exit from the kitchen watching to see what happens.

One minute passes...two minutes passes. Finally he must have cleared his throat or something and she looks up. Seems to not notice the ring. He, I guess, asks her to marry him. She just kinda says yes. No excitement. They continue playing on their phones for most of the remainder of the meal. - berlin-calling

2.

I once witnessed a blind date when I worked at a French restaurant that started like this:

Man: /already seated

Woman: /arrives, takes a seat

Me: /introduces self, asks what they would like

Man: let's start with a carafe of red, avec bread. ::he turns to the woman:: that means with bread.

Woman kinda gave this look like, 'Oh. God. Dammit.' - cheatatjoes

3.

Not technically a date, but a wedding in the Taco Bell lobby at lunch time. I was the General Manager, they both worked for me. They had picked up their checks that morning and mentioned to another team member that they were getting their marriage license that day, but had not made any other arrangements yet.

That third team member informed them that she was ordained as something or other and could officiate for them. They decided to go cash checks and come back to do the deal in the lobby...No, it did not last. - roundearther

4.

A couple that frequented our restaurant had recently divorced.. hubby comes in with new girl while ex wife is dining with friends, well within eyesight. she kept asking me to get details for her and it was just messy. - openfloor

5.

I used to be a server at Applebee's. Y'know, the most classiest restaurant chain in the country... I was serving what seemed like a normal family, a dad, mom, and their daughter. Halfway into the meal, I'm near the bar and the dad comes up to me and asks where the bathrooms are, I kindly show him, then he hands me a ring, and says he's proposing tonight.

He asked if I could put it on the plate with their microwaved chocolate cake dessert and bring it out to the table. I stopped for minute, and almost told the guy to rethink his proposal environment, but ate my words and kindly went a long with it.

I go to the back, and dress that dessert up so much it looked like it came out of TGIFridays. Delivered the dessert to the people I thought were just out on a family dinner but were actually out on a date with someones kid tagging along.

Put the plate on the table, smiled, and ran away cringing. I then check back a couple minutes later, the table is dead silent. They're just enjoying their desert, no excited emotions, or anything. Very normal.

Eventually drop off the check, they pay and go on their way like they came in. Go to pick up the credit card slip, the guy leaves a note saying 'She said yes thank you' and leaves me a 100% tip. I was pretty shocked, but happy for the dude. I really just hope the restaurant had some kind of sentimental value to them, then I'd understand. - dazedfinch

6.

Dude was sitting there with this sheepish look on his face as his date sat there in a revealing dress and half a nip slip going on. Extremely awkward approaching that table and maintaining eye contact. - the_dead_icarus

7.

I had two fifteen year olds that had to be dropped off by their parents, who stayed in their cars in the parking lot and watched them through the windows. Every time they tried to hold hands or kiss, the parents would honk the car horn. They also paid in quarters. - tomdelongethong

8.

Ex-bartender here. I'm not sure that this qualifies as a date ,but it was definitely awkward. It was a slow afternoon shift. Older, balding, slob of a guy comes in. Younger, mildly attractive woman shows within 10 minutes or so. They order drinks. They don't seem particularly interested in talking with me (you get to where you can read these things) so I leave them be.

Like I said, it was a slow afternoon so I busy myself doing odd stuff around the bar. While doing this I pretty much hear everything they said. Turns out he is a bail bondsman. Her husband/boyfriend was in jail and she didn't have the money to post bail.

He basically offered to cover it if she slept with him. She was crying her eyes out. After 15 minutes or so of pleading/crying she finally got up and left. The scumbag finished his drink and left. I wanted to vomit. - devolutionary23

9.

I worked at a place famous for their cheesecake, and I remember right around Christmas a little old lady coming in dressed to the nines, happier than I've ever seen anyone. I was only hosting at the time, so it wasn't my table, but she told us she had a blind date and she was so so excited. Kept asking us girls if she looked ok, nervously talking to us, looking around expectantly. A half hour passes, an hour passes.... And you just see her deflate. She was stood up on her date and it was just heartbreaking. My friend begged our manager to cut him so he could to sit and have dinner with her, but it was busy so they couldn't do that. They did comp her bill and gave her some cheesecake for free, and when she left she was still just as sweet, but I don't know if I've ever seen someone look so dejected. It was really really sad. - teramu

10.

Two people in their early 30s walk in. The woman has made a noticeable effort to dress, sound, and look like Kim Kardashian. She is attractive and impeccably dressed/ made up. Her date is obviously sweating, wearing gym clothes and tennis shoes with slicked-back hair. We do table service for wines, so she tries about four different bottles and sends them back.

She knows absolutely nothing about wine and ignores all my / the bar's suggestions. Finally settles on a sugar-sweet bottle of Moscato. Her date is extremely annoyed and visibly uncomfortable, but she clearly doesn't realize this.

She sends back her food twice as well, though the dishes are prepared impeccably. When she gets up to go to the bathroom, her date slips me a fifty, and apologizes. They spend the rest of the evening on their phones rather than talking to one another. - peaceatrebor

11.

A young couple were enjoying themselves. Seems like the dude was pretty cool and straight forward and she seemed to enjoy his sense of humor. But then the food came. Young man kept talking with his mouth full, chewing loudly. Spitting food out onto the table unintentionally but noticeably.

Wiping his hands on his clothes. She looked grossed out. She stopped eating told him she had to use the rest room. Never came back. After a half hour he got the hint and asked for the check. I really felt sorry for the kid because he didn't realize what he did wrong. My manager owed me a favor so I asked him to cover the check. Told the dude it was on me and let him leave. - pockets1989

12.

One night, a couple years ago, we had a young couple (maybe 15/16) who were on a date. It was cute, they were awkward and I guess they hadn't been on many dates before. Then, I noticed that they kept talking to the two women at the table behind them every once in a while.

It turned out that those were their moms. They were on a date, but I guess we're not allowed to go without supervision. I get it, but in a well lit public restaraunt? And the moms had to sit right next to them? What did they think was gonna happen? I would have been so embarrassed at that age. - Longlittledoggy

13.

Used to work at a private, members only country club. There were lots of ladies who came in to eat lunch and play cards, groups of men who played poker and smoked cigars in a different area, a main dining room, etc. A woman who was playing bridge with her red hat society went balls-to-the-wall crazy one day.

Gentleman comes in with a woman, very nicely dressed. (This being the normal attire, but they were to the extreme.) I bring water, our cheese and cracker board, day menus etc.

He sits down with her, they order, and I take out their food and glasses of wine. When she goes to the restroom, he tells me he'd like me to wrap this tennis bracelet around her next glass of wine. My manager and I get it looking spiffy on a glass, and I start to take it to her. I walk by the bridge room. Big mistake.

Red Hat lady is following me but I don't yet realize it. I'm two steps from their table when she snatches the glass from my tray. 'You pilfering maggot!' and dumps the red wine on him, removes the bracelet, clasps it on her own wrist, slaps him in the head, and stalks out of the dining room.

Everyone is wide eyed and silent. I rush to get soda water and napkins for him, and as I'm coming back, the woman is getting up to leave. She's crying with streaks of mascara running down her face, and takes off down the hall holding her shoes. He shouts his member number to me and books it out after her.

We found out later that the bracelet belonged to Red Hat and she was his ex mother in law. First wife had passed away and he was giving his new date her old jewelry, and Red Hat recognized the bracelet. - berthejew

14.

I have a few. I greet this couple with 2 kids. Say my usual 'How are you guys doing today?' The man says 'great' the wife then looks at her husband and screams 'You're such a f*cking liar, we're not great!'

I had a couple, maybe in their 30's, come in. I'm guessing they were fighting because when the guy left for the restroom the girl grabbed his beer and poured it all over his coat, which was sitting in the booth. I actually had to grab the beer out of her hand, her response was 'He'll clean it up!'

There was a young couple, maybe late teens, straight up making out hardcore. Im talking about sucking face. What was even funnier is the girl's mom was sitting across from them in the booth acting like it wasn't happening. - novags500

15.

Former server, current bartender. I've seen a lot of awkward dates. Usually just a couple not clicking and sitting in silence, or someone not looking like their profile picture. The worst one was when I had a date get broken up by about ten cops rushing the table.

Turns out the guy was a big time drug dealer who the cops had been looking for for quite some time. He got tackled, cuffed and taken outside. Meanwhile I'm standing there holding their food and a tray of drinks. All I could think of to say was 'Sooooo.. Should I box this stuff up for you?'

One of the cops came back in to apologize, and told me they caught him because the girl had tagged herself with him at the restaurant on Facebook. So, I guess always ask your date if they have any warrants out for their arrest before you tag them anywhere. Also I've seen a lot of dates turn really awkward really fast because of someone drinking too much.

I once had a guy who came in already completely shit faced. He stood up to greet his date, tripped over a bar stool, and face planted. What made it worse was that he just laid on the floor without moving or saying anything until she left. Thankfully it only took her about 2 minutes to nope the f*ck out. He didn't get seriously hurt, just a small cut on his nose, but it was painful to watch. - [deleted]

16.

Seemingly sweet couple came in for a date, maybe about 17 years old. They're laughing and having a blast, she gets up and goes to the bathroom. He immediately pulls out his wallet and drops a condom on the ground by her seat.

She comes back, looks at the ground, looks at him and just laughs. They don't speak the rest of the meal and as soon as the last piece of sushi was off her plate she bounced, leaving him looking incredibly dejected. - _Alvin_Row_

17.

I had two men sat near each other at two separate tables, both waking for their dates. I fill water glasses and let them know I'll check in with them when their dates show up. Time passes. And passes. And both men start looking around and checking their phones.

About 20 minutes later I check in and ask either of them if they'd like a beer. I bring out the drinks and on my next round the men are sitting in silence together at the same table for the rest of their stay. Kinda sad but at least they both had a drinking buddy? - moriahisaginger