The world would be one hell of a boring place without the endless amount of awkward conversations people endure on a daily basis. When you’re in the middle of it, it’s very little fun indeed. We get it. Blushing, sweating and wanting to disappear are some of the very well known adverse effects that come with it. But that’s the price to pay for one heck of a story you gotta tell months and even years later. So in perspective, it’s relatively cheap, right?

So today, we are going on a cringeworthy trip into hilariously painful and embarrassingly awkward exchanges between individuals that have been shared by people online. Scroll down through the collection of priceless convos below, upvote your favorite ones and be sure to share your own awkward convo experiences. And if it feels like you’ve heard similarly cringey dialogues in the first seasons of The Office, it’s likely because only reality can be stranger than fiction.

#1

Awkward-Conversations

Adam_Karpiak Report

James016
Community Member
3 months ago

Love the response.

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#2

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Legen ( wait for it ) dary
Community Member
3 months ago

Waitress : enjoy your meal. Me : thanks, you too.

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#3

Awkward-Conversations

sendsnacksplz Report

Brian Bennett
Community Member
3 months ago

Thanks I needed to know someone else really doesn't listen at times!

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No one is immune to awkward conversations. I mean, we are all social animals living among fellow human beings, and just as it’s sometimes fun and wonderful to be among them, it's also pretty awkward too. We gotta pay the price for all the fun, right?

So even if we agree that the awkward exchanges you wish would disappear are part of human communication and occasionally we’re gonna get that blushing convo thrown into our daily errands, sometimes the exchanges are so much more complex than that. Especially if you’re dealing with someone who really annoys you. Yep, your colleague, tutor, a friend of friend, you know it.

#4

Awkward-Conversations

medschooladvice Report

Jan Willem ten Dam
Community Member
3 months ago

Actually, this embarrassing exchange was needed!

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#5

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Foxxy (The Original)
Community Member
3 months ago (edited)

Haha, oops. Yesterday morning my daughter and I were having a chat. She stopped for a minute and started talking into her phone to send a voice message to her bf. I thought she was done and let out a fart. I realised she hadn't finished when she started laughing. She played it back, and yep, you could hear the fart. We said if her bf hears it we will blame the dog.

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#6

Awkward-Conversations

Aa_Kuun Report

Samantha Lomb
Community Member
3 months ago

I hate those things. It really does seem like they are talking to you and then they always have the nerve to get pissy when you respond as if you routinely look at people's ears before talking

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In order to find out exactly how to remain calm when dealing with people who irritate you, because as you know very well, it’s unavoidable, we spoke with Susan Petang, a certified stress management coach specializing in painful life changes. “For people who are irritating and annoying, ask yourself, 'Why could they be doing that?' Maybe the dog threw up in their shoes. Maybe they had an argument a few minutes ago. Maybe they had a horrible childhood and they don't know any better.”

Susan also reminds us of a truth as old as history: “usually other people's bad behavior has nothing to do with us.” And even if that doesn't justify their behavior, it helps you to stay calmer.

#7

Awkward-Conversations

itsandyryan Report

Narwhal Blast
Community Member
3 months ago

No, I would've done the same. She should've been more specific. I want ice cream.

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#8

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InternetUser8 Report

Narwhal Blast
Community Member
3 months ago

I can't stop laughing at this!!!

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#9

Awkward-Conversations

Jerry_jx9 Report

Evil Hornet
Community Member
3 months ago

You just need to change Your name to "Muslim" - the easiest way to live with it

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The next phase when learning to deal with people you don’t find comfortable is setting boundaries and limits. “Most of the time, the best strategy is to let people's irritating behavior go. It's usually not worth your energy to confront every person who steps on your toes or annoys you. Sometimes, though, you may decide that a line has been crossed and someone's behavior has to be stopped so it doesn't have a negative effect on you.”

Susan gave a useful example: “To do that, use an XYZ statement: 'When you do X, I feel Y, and I'd like Z.' Here's what that might sound like: ‘When you criticize the reports I do, I feel angry and unhappy. I'd like to get some constructive feedback instead, if you don't like the way I'm writing them.’”

#10

Awkward-Conversations

janeymaine Report

Evil Hornet
Community Member
3 months ago

And the award for The Nicest Person in the world goes to...

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#11

Awkward-Conversations

unclewhiskysrevenge Report

Emmy Dumont
Community Member
3 months ago

POUHAHAHAHAHAHAHAHA! I just woke up my husband laughing.

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#12

Awkward-Conversations

hdurant Report

Marco Conti
Community Member
3 months ago (edited)

Put yourself in her shoes. She is probably posting on Reddit this very moment "Some weird guy asked me if he could pet a muffin I was holding" (I figured that "...he could pet my muffin..." would sound even weirder)

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Most importantly, tone and attitude are everything! “There may be a day when you might irritate someone else—so how would you want to be spoken to? Be the change you want to see, because your actions are teaching others how you want to be treated,” the stress management coach concluded.

#13

Awkward-Conversations

crlockha Report

Nadia Monteira
Community Member
3 months ago

The boyfriend message was so sweet and polite and nice. Love it

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#14

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guelphgirlchris Report

Samantha Lomb
Community Member
3 months ago (edited)

In fairness I've never heard of wine served by the liter even in metric countries. In Russia its glass or bottle.

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#15

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Troux
Community Member
3 months ago (edited)

You ducked up...

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#16

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MiriPanda
Community Member
3 months ago

Oh no...

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#17

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AbbieHollowDays Report

Marco Conti
Community Member
3 months ago

Reminds me of my dad when he forgot his glasses and asked my mother who the weird guy by the door was. The "weird guy" was a coat hanger in a restaurant.

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#18

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DonaghRoisin Report

Mihai Mara
Community Member
3 months ago

Tesco lad trying to get out of an awkward situation: "nooo, it's part of the meal deal" :D

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#19

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Katie Lutesinger
Community Member
3 months ago

They probably tell that story at every anniversary.

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#20

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cutethreadsxo Report

Narwhal Blast
Community Member
3 months ago

I bet the dog was happy

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#21

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Mihai Mara
Community Member
3 months ago

"Mwuah, this car crash is for you, gorgeous!"

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#22

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Quoteurlife_ Report

Samantha Lomb
Community Member
3 months ago

Well I guess you could chat with him and see if it was the right decision

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#23

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Narwhal Blast
Community Member
3 months ago

Therapy done right? It always feels good to laugh.

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#24

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Brian Bennett
Community Member
3 months ago

I still wouldn't get in the van!

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#25

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s_rumer18 Report

Mihai Mara
Community Member
3 months ago

The customer: "I was afraid to ask, but yes, I would like them in a bag" :) *Po-po-po-poker face po-po-poker face*

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#26

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EmilyCotugno Report

Narwhal Blast
Community Member
3 months ago

This is my nightmare when I go shoe shopping: that someone will try on or steal my shoes...

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#27

Awkward-Conversations

gracel721 Report

Davo gifman
Community Member
3 months ago

That's hilarious! It's almost as funny as falling down, and eating ass.🥴😁😆🤣

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#28

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Brian Bennett
Community Member
3 months ago

Bet she didn't even notice!

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#29

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Brian Bennett
Community Member
3 months ago

I don't do windows but I love dogs!

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#30

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Frankenfrog
Community Member
3 months ago

Don't break up with anyone at a public place like that. Jerk.

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#31

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Kendra Miller
Community Member
3 months ago

Librarians help a LOT of people. There is a good chance they didn't know you. They were probably ready to point you in the direction of the bathroom except you turned and left. They wouldn't have known what to do with the money so it would have been entered as a donation at the end of the day. Lastly, library accounts expire after a year and at my library are deleted after two years of inactivity, meaning no record of the original fine. It's been three years, it's time to go back and start afresh.

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#32

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Donkey boi
Community Member
3 months ago

That's why I always make surely to cheek what I've typed before I press scent!

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#33

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Evil Hornet
Community Member
3 months ago

Balls of steel :D

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#34

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ohhselfcare Report

James016
Community Member
3 months ago

"Is thing on?"

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#35

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Raquelhinkson Report

Buren
Community Member
3 months ago

Yah Becky

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#36

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PCoryGonzales Report

Brian Bennett
Community Member
3 months ago

Guess you can consider yourself SAVED!!

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#37

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Evil Hornet
Community Member
3 months ago

dodged a bullet like a pro ^^

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#38

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mirrortraffic Report

Libstak
Community Member
3 months ago

Grill your own damn cheese

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#39

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Carsten Petersen
Community Member
3 months ago

Well, if you get 59 out of 59 in a test, then you're not dumb ;-)

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#40

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LouiseAtLaw Report

Luther von Wolfen
Community Member
3 months ago

Same thing happened to my grandmother. She thought her son (my dad) was calling from college. It was actually some other college kid trying to call his mom. They had a nice chat before they figured it out.

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#41

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Guido Pisano
Community Member
3 months ago

imagine if there was a plot twist...

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#42

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Narwhal Blast
Community Member
3 months ago

You should be careful with soup too. You can spill it all over you.

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#43

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LadyResourceful Report

Chinmayee Kalghatgi
Community Member
3 months ago

When i saw the name Stan my brain.exe stopped working and i read satan

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#44

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lilyannatrnr Report

Davo gifman
Community Member
3 months ago

Well let's hope this story comes to mind if he ever asks you to marry him.

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#45

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Beck
Community Member
3 months ago

So many muffin atories!

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#46

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Monday
Community Member
3 months ago

I did something similar....We had a second unscheduled school assembly one week (the first was because a student had died) and asked my friend group "geez who died this time?"...it was a teacher. He was murdered. We got to go home early.

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#47

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THE_Luke_Bell Report

Brian Bennett
Community Member
3 months ago

I know just seeing if you were paying attention!

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#48

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kae_mah Report

Narwhal Blast
Community Member
3 months ago

She yelled anyone, be more specific, people!

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#49

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sznvibes Report

Narwhal Blast
Community Member
3 months ago

First of all, maybe they should've started with that and secondly, please learn how to phrase, no matter your position. Not taking orders seems like a good response.

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#50

Awkward-Conversations

realoverheardla Report

MargyB
Community Member
3 months ago

Not embarrassing, just true

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Note: this post originally had 90 images. It’s been shortened to the top 50 images based on user votes.