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Updated on Sep 27, 2020. Posted on Sep 24, 2020

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

I am cringing so hard.

1. The hamster convo:

tweet reading i saw a girl carrying a hamster so i asked if i could pet it but it was actually a muffin

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 Subway convo:

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

4. The surprise convo:

tweet reading i surprised my girlfriend at work this morning came up behind her and kiss her on the neck she laighed and said mike stop you know we're at work my name is brandon
Twitter

5. The hugging convo:

tweet reading tonight i walked past a couple fighting on a street corner and my tipsy ass yelled just hug it out and the girl replied you wouldnt if your sister was due with your bf's baby

6. 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

7. 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

8. The driving convo:

tumblr post reading my friend was driving and we were almost past our turnoff so i tried to say quick and fast at the same time and ended up screaming quack

9. 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

10. The server convo:

11. 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

12. 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

13. 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"

14. 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

15. 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

16. The airplane convo:

My flight was delayed 3 hours so l was doing what any human does when theyre bored. Minding my own business swiping through tinder & the guy behind me goes ouch hard no for that one? And I turn around ONLY TO SEE
Twitter

17. 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"

18. 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?”

19. 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

20. 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."

21. 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

22. 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

23. 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"

24. 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

25. 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

26. The pizza convo:

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

27. The red wine convo:

tweet reading When my sister in-law was a waitress in Canada, she was taking drink orders from a group of Americans. They each ordered a glass of red wine. She suggested they choose a LITRE instead. one man put up his hand and said - “I’ll be the leader.”

28. 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"

29. The craft store convo:

tweet about a girl's boyfriend confusing the store michael's with an actual person and getting mad

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