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Some of life’s painfully embarrassing moments happen during the most serious situations. It’s those times when you pray hard for the ground under your feet to swallow you whole, just to make it all stop. 

These unfortunate souls know that feeling firsthand. They were brave enough to relive it all over again in this Reddit discussion when someone asked, “What is the most awkward thing you’ve ever accidentally said or done in a serious situation?”

Responses came flowing in, and the stories didn’t disappoint. If you’re into uncomfortable laughter and secondhand shame, this list may keep you occupied for a while. 

#1

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations At my first big job interview, I was insanely nervous. The interviewer asked, "How do you handle stress?"

And I suddenly let out a loud fart.

SampsonGoldsmith , Getty Images/unsplash Report

#2

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations My grandmother died, my mom was finishing up her cremation arrangements with the local funeral home when my dad died in a car accident two weeks later.

My mom calls up the funeral home, and her grief-stricken sick sense of humor forces her to ask if they have any two for one deals on cremation services.

SpectralCoding , Akshar Dave/unsplash Report

#3

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations My grandfather's blind dog passed unexpectedly, upon hearing the news, first thing out of my mouth was "well, at least she didn't see it coming" and I never wished I had a filter more, than in that moment.

quietone36 , Madalyn Cox /unsplash Report

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#4

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations Maybe not that serious, but as I was getting rung up by a cashier and he handed me my receipt, my brain couldn't decide between "thanks homie" and "thanks bro" so my mouth went "thanks homo".

OliverKitsch , Kampus Production/pexels Report

#5

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations I was in a finance-related meeting with my director and CEO. I suddenly had one of those sneezes that come out of nowhere with no warning.

Didn't have time to cover my mouth, and to make matters worse I shot out a loogie (ball of mucus/phlegm) right onto my CEO's boob.

I wanted to die, but my CEO, cool as a cucumber took a tissue and gave it to me, while grabbing another and wiping my loogie off. She smiled at me and said "You don't raise two kids without becoming desensitised to that stuff". And continued like nothing happened.

My director on the other hand started tearing up and his temple vein was bulging. I could tell he was trying so goddamn hard not to burst out laughing.

lifesnotperfect , Brittany Colette /unsplash Report

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#6

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations I once accidentally replied “Love you” at the end of a work call with my boss.. but she laughed and said love you too haha.

Glittering-Health625 , Chase Chappell /unsplash Report

#7

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations I walked into my office, and a lady from HR was sitting in my chair. I said, “Well, looks like I’m going to have to sit in your lap” and then she says, “Come on over. Giddy up!” My face turned bright red. She left, I sat down, we never spoke of it again.

Myzx , Ben Weber/unsplash Report

#8

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations I went for a bike ride in my neighborhood at about 12 at night a month ago. It was pitch black other than streetlights every 5 or 6 houses.

I was kinda just zoning out, enjoying the fresh air, when something moved out of the corner of my eye. I turned my head to look, and I immediately assumed it was some kind of monster (I had just finished a horror movie), so I let out an extremely loud, bloodcurdling scream in the middle of the night in a silent suburban neighborhood. The thing, which turned out to be a blond soccer mom, screamed back at me, with pretty good reason.

I zipped past her on my bike, yelling "oh my god I'm so sorry!" over and over again until I got off the street..

I haven't gone on a nighttime bike ride since then.

arki_pg , Vladislav Klapin/unsplash Report

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#9

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations In a customers house repairing his dishwasher:
Cx: I don't even use the dishwasher much since I lost my wife
Me: Have you gone out to look for her? Sorry sorry sorry.

F**k me... I'm an idiot. It just slipped.

MicaBay , Getty Images/unsplash Report

#10

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations During a wake, i accidentally said congratulations instead of condolences. i felt ashamed because my friend with me then can't hold his laughter which made it worst.

chaechae01 , Pablo Merchán Montes/unsplash Report

#11

My daughter's mom passed away a few years ago when my daughter was 14. (now 17.) The way she and I have coped is by cracking 'your mom' jokes with one another..

2 years ago we moved and she started at a new school and met new friends. One day when they were over I let a your mom joke slip in front of them without even realizing they had no idea we did that with each other..

Her friends gave me a look of disgust and started tearing into me about what I had just said, all while my daughter is laughing her a*s off because I'm getting chewed out by her new friends. She finally explained to them the situation, but still. It was kind of nice seeing some friends she had just met a week or 2 prior stick up for her like that though. To this day they are all still really good friends as well.

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#12

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations My partner and I went into a shop. When we were leaving, after paying, I thought the cashier said "would you like a receipt? I was walking out of the shop and waved at her and said" No thanks".

What she actually said was "Have a good weekend."

I couldn't work out why my partner was looking at me like I had two heads. 😂 😂.

maxy0007 , Getty Images/unsplash Report

#13

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations My first time at an airport alone, I was anxious about the entire thing. I was at the check in kiosk and when the officer held his hand out, I shook it. Turns out he was asking for my passport...

Sarcspasm , Getty Images/unsplash Report

#14

After my grandmother's funeral I went back to work and my boss nervously asked how she was.

I shrugged, "Still dead". Everybody tittered awkwardly and Marvin apologized profusely. Was cool, just gallows humor.

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#15

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations I vomited on a patient we were transporting on the ambulance, who was experiencing cardiac issues. 

Fortunately, he thought it was hilarious. As my crew took him in, and I started cleaning, wishing I’d melt through the floor, someone opened the ambulance door. 

“I just hear you puked on a patient!” It was one of the ER doctors. I wished I could melt through the floor even more dearly as he went on to tell me that he’d done the same thing as a resident, but never met anyone else who’d managed that. 

As it would turn out, I was severely ill, with a disease that has vomiting with no prior warning as one of its symptoms. It would be months before that got figured out, though, and didn’t make me feel any better about this call.

Starshapedsand , Mathurin NAPOLY / matnapo/unsplash Report

#16

My coworkers and I worked by windows and could see it snowing and had been talking about the cold weather. My boss received a phone call that his aunt passed away.

I gave my condolences and then said, “she’s in a better place now. Somewhere warm.”

I meant a nice beach, but I basically said his auntie is in Hell.

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#17

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations As a low ranking team lead in a staff meeting, a senior manager started yelling and shouting at me.

We had been disagreeing about a point of fact for 1/2 hour.

I heard myself tell him to go outside if he wanted to keep shouting.

The room went silent. Real silent...

I played the scene back in my head. What I really said:

"If you want to shout at me, step outside!"

He shut up. No one blinked. I pondered for a very long moment. Realized that nothing said was an overt threat. So I sat back down.

He never shouted at me again. No one did.

After lunch break, someone else brought up my data, proving I was right. No, he didn't apologize.

It was a very good day. lol.

Striking_Reindeer_2k , Sebastian Herrmann/unsplash Report

#18

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations Watched my little cousin choke on candy. Watched his father and my other family save him. Upon realizing he choked on a Lifesaver I quipped how that candy did not live up to it's name. It was a dumb joke and everyone stared daggers at me for several minutes after.

Temporary-Purchase26 , Mike Mozart/flickr Report

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#19

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations Not me, but at my grandpa‘s funeral we went to his favourite golf course to scatter his ashes. It was, of course, a very dusty affair as people moved around and sprinkled ashes in different locations. At one point, my aunt was sobbing into my cousin’s shoulder and my mom walked up to her, pointing out one of the errant dusty handprints and declaring, “You have some grandpa on your butt.”

CausticSofa , Javardh /unsplash Report

#20

I was a shop supervisor and I noticed two employees putting stock away but mixing up a lot of the colours. I went over and mentioned that a few of the items were in the wrong places and they went to fix it but were still putting them in the wrong spots, so I jokingly said “Geez, it’s like the blind are leading the blind”. BOTH of them turned to me and said “I’m colourblind” 😭.

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#21

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations Accidently said "Yeah, she needs to get something off her chest." when my ex's friend came by to talk to her about being diagnosed with breast cancer. I just didn't know how to handle the conversation and blurted out the first thing that popped into my head, then after I realized what I said started laughing like an idiot before leaving the room while yelling I was so sorry.

Aadarm , kevin laminto/unsplash Report

#22

Eighth grade. It still haunts me. We had a girl in our class who had cancer. She missed a lot of classes and we were doing a collection for her. I think we were selling things to donate towards her medical bills.

One day the teacher mentioned something going on on the weekend and I piped up "But what about the collection for Robin?" At which point the whole class gasped and shushed me. Robin happened to be in class that day. It was supposed to be a surprise. I covered quickly saying we were planning a visit to her hospital which she already knew about.
The teacher said not to worry about it when I stayed after class and cried because of my big mouth.

Robin died that summer, bravely asking that life support be turned off. 8th grader. I think about her often. I'm still crushed I ruined the surprise. She didn't have a lot of good surprises left in her earthly life. And I ruined one of the last.

It really does tear at my heart to this day. It's been over 30 years.

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#23

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations I was young, and my mother pulled us kids aside to say, "your grandmother just had a round of chemo and lost all her hair. She'll be wearing a wig - please do not make any comments about her hair," and I have trouble connecting thoughts together. Forgetting everything I was *just* told, she walked in the door, and I immediately said "Hi!! Wow, you got a haircut! It looks great!"

Lothar_Ecklord , William Krause/unsplash Report

#24

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations When I was like 6, my friend's dad who lived in the same apartment complex as me committed s*icide. I used to go over to their place a lot and play on their Xbox since I didn't own one. I was pretty obsessed with it. The day it happened, his family used my bedroom to tell him what had happened. I wasn't given the full details, so to comfort him I went up to him and said "at least you get the Xbox now". I was such a stupid 6 year old.

connor6677 , Emily Wade/unsplash Report

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#25

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations An old couple was pushing around an obviously upset baby. I said that she probably misses her Mom. They then informed me that her parents died in a car accident a couple of days ago.

darthatheos , Aleksandar Kurešević /unsplash Report

#26

I was in a cabinet meeting with the Governor. Every executive director, deputy director, and communications director was in this meeting. There was a brief intermission, where all the mics were hot, letting everyone virtual and in person hear us.

Sitting 3 people over from the governor, I got up and went “Great, I need to potty.”

And proceeded to walk out like nothing until I got to the bathroom and reflected on the situation, then walked back in making no eye contact with anyone.

An unforeseen side effect of potty training a toddler is, evidently, using “potty” completely unironically in front of grown adults and political leaders.

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#27

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations At my friend’s dad’s funeral, the theme was florals. I showed up wearing black. That isn’t the bad part though. The bad part was when I was talking with a few other people and saw another girl wearing black, and I said, word for word, “oh we’re wearing black! We’re the black people!” We are both white. I think about that everyday.

Gingerphobicginger , Kateryna Hliznitsova/unsplash Report

#28

I was tormented during high school by a kid named Steve. He was always picking on me and teasing me and making fun of me for being gay (I’m not, but this was 2005-9, when it was a common insult and you didn’t want to be the “gay kid” in a rural NH town). It stopped after I stood up to him in my senior year.

I came back to my hometown from college for Memorial Day, and went to a cookout at my uncles house. While there, I was talking with my cousins and a few other people I didn’t know. It came up that he’d died in a car wreck a few weeks or months before, and I confess, I took that news with a smile. I also said something under my breath to the effect of “good riddance”.

Well, one of the people attending this particular cookout, who was sitting next to me and overheard me, was his mom. She did NOT take that with a smile, but hey her son was an a*****e to me every day for 3.5 years, I’m not going to lie about it. Plus, I’d never met her before, so how could I know who she was? Yeah d**k move to say it out loud, but I still agree with the feeling. F**k Steve.

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#29

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations I once accidentally called my boss "Mom" during a serious meeting. The room went silent for a second, and I just wanted to disappear ! haha.

Over_Plane515 , Getty Images/unsplash Report

#30

“Most Awkward 20 Seconds Of My Life”: 30 Hilariously Awkward Moments In Serious Situations Having been a first responder for 20+ years, I cannot begin to count the number of times I've said inappropriate things in serious situations.

Among my favourites:
"If you're just going to lie about your history, I'm just going to lie about taking you to the hospital."

*At someone's home where her husband just died, I did like 20mins of CPR waiting to get the code* - "The coffee you have on smells wonderful".

Abject-Yellow3793 , Nini FromParis/unsplash Report

Note: this post originally had 83 images. It’s been shortened to the top 30 images based on user votes.