Skip To Content
  • Viral badge
  • OMG badge
  • lol badge
Updated on Aug 6, 2020. Posted on Jul 31, 2020

27 Of The Most Painfully Awkward Conversations In All Of Human History

OOF.

1. The elevator convo:

Tweet reading The elevator doors opened up and a guy walked in the elevator. It was just me and him in there and he said “I love you And I’m not rude so I said “I love you too
He gave me a weird look and pointed at his Bluetooth

2. The customer convo:

tweet reading meant to say hold on for a second and give me a minute to a customer and it came out as hold me for a second

3. The receipt convo:

tweet reading yesterday at target the cashier said your receipt is in the bag and i responded with you too so i've been dealing with that for the past 18 hours

4. The server convo:

5. The bank convo:

Tweet reading I work at a bank and this lady came in with a $150,000 check and to make conversation I was like "oh wow I wish I had one of these" then she deadass was like "it's a life insurance check. I would rather have the person"

6. The food truck convo:

Tweet reading I am at a food truck and this guy walks up and says ”I'll have my usual” and the guy working says “I don't know who the hell you are"

7. The number convo:

tweet reading DUDE AT PACSUN ASKED FOR MY NUMBER WHILE I WAS CASHING OUT AND I WAS LIKE OH SORRY I'M NOT REALLY INTERESTED HAHAH AND THIS MAN LOOKS AT ME AND GOES I MEANT FOR THE REWARDS PROGRAM WHY AM I THE DUMBEST HUMAN BEING ALIVE

8. The cheese convo:

tumblr post reading apparently my mom is not even home and the person i hear puttering around the house is the carpet cleaning service i've been yelling grill me a cheese at them for 20 minutes

9. The crisps convo:

tweet reading just been down tesco getting a sandwich and some crisps and the lad at the checkout asked if i wanted to go for a drink i told him i've got a fellah and he said "no it's part of the meal deal"

10. The fist bump convo:

tweet reading 3 years ago a cute guy i worked with wanted to give me a fist bump. i thought he was pretending to hold an invisible microphone so i leaned forward and said hello

11. The Starbucks convo:

tweet reading i blanked when i got to the counter at starbucks and said "Vodka soda" and she said "huh" and i said "huh"

12. The family convo:

tweet reading my bf met my family for the first time and we were playing catch phrase and his word was boner instead of skipping it like a normal person he said something that bridget gives me right in front of my father

13. The Dick's convo:

tweet reading 
today, a woman came up to the register with 2 kayaks to buy. 
after ringing them up, i looked her dead in the eye and said “would you like these in a bag?”

14. The drug test convo:

tweet reading just finished a ncaa drug test i asked mr pee pee watcher what the largest penis he has seen at his job. he looked me up and down and said a lot bigger than that
Twitter

15. The dentist convo:

tweet reading screaming just hugged my dentist thinking he was going in for one but really he was just taking off my dental bib. don't think i can ever recover from this

16. The TSA convo:

tweet reading i was at the airport and the tsa agent said scan your face down so i put my face on the scanner and waited

17. The cone convo:

tumblr post reading I MEANT to say "oh crap, I left my phone in my car," but what I ALMOST said was “oh no, I left my cone in my phar," and damn, wouldn’t that have been embarrassing. but I caught myself. and what I ACTUALLY said was “Ah. my fart cone."

18. The salsa convo:

snapchat caption reading my teacher gave me back some papers and i thought it said salsa and i asked the person next to me why the teacher wrote salsa on my paper and then the person next to me was like um that says 59/59 not salsa

19. The neighborly convo:

tweet reading While I was out walking the dog,  I noticed a neighbour waving at me through their living room window. How nice! 
So I waved back rather enthusiastically.
She was washing her window.

20. The dressing room convo:

tumblr post reading today at work i let someone into a dressing room and they said thanks and half of me tried to say you're welcome and no problem and i ended up saying your problem

21. The soup convo:

tweet reading ONE TIME I WENT TO HAND SOMEONE A BOWL OF HOT SOUP AND MY BRAIN TRIED TO SAY CAREFUL IT'S HOT AND HERE'S YOUR SOUP SO INSTEAD I BLURTED OUT CAREFUL IT'S SOUP CAREFULLY IT'S SOUP IT'S SOUP

22. The Subway convo:

reddit comment reading i once walked into subway asked for a "mootball feetlong"

23. The divorce convo:

tweet reading in college i went to a therapist for the first time and he asked me to tell him about my childhood. i got to and then my parents got divorced and he said and then your parents got a horse

24. The pizza convo:

Facebook conversation where a guy opens his pizza upside down and thinks it doesn't have any toppings
Facebook

25. The haircut convo:

tweet reading Barber: What do you do for a living?
Me: I'm a writer, what about you?
Barber:  I'm a barber
We didn't speak for the rest of the haircut. I am happy to announce that I shall never be interacting with another human being again.

26. The library convo:

text reading i had to go to the library to pay a fee and i was practicing in the car between i have to pay a fine and i have to pay a fee and i walked in and firmly state i have to pee

27. And the dog convo:

tweet of a box with uno on it and a snapchat saying damn we need to play and the response is this is literally my dead dog
Twitter: @dom_ianetta

Oh no. Oh no, no, no.

Do you love these lists? Absolutely hate 'em? Think you can do a better job? Well, good news! BuzzFeed has a brand new game out at Target where you and your friends can compete to come up with the absolute funniest, weirdest, cutest or grossest list humanly possible. Buy it now for $19.99!

BuzzFeed

BuzzFeed Daily

Keep up with the latest daily buzz with the BuzzFeed Daily newsletter!

Newsletter signup form