“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.

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.

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.

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".

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.

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.

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.

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.

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.

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.

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.

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. 😂 😂.

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.

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...

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.

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.

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.

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.

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.”

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” 😭.