45 Hilariously Awkward “Well, That Sucks” Fails From This Month (June 2025)

Ever had one of those moments that just make you go, “Well, that sucks“? You’re in good company.

This month’s roundup features the top hilariously unfortunate moments that will have you nodding in solidarity and maybe even feeling a tad better about your own mishaps.

From epic fails to those tiny everyday disasters, we’ve got a collection that perfectly captures the art of life’s little letdowns.

1. My favorite water bottle was not dishwasher safe (It used to be a gallon)

Motivational water bottle with time-based encouragements from 9 a.m. to 6 p.m., held in a person’s hand on a granite countertop—bottle is crumpled and deformed, indicating it was likely damaged or melted.
r/wellthatsucks

2. “My dad celebrated his 60th last night, a majority of his ‘friends’ brought bottles of wine as a gift. He’s been sober for over 26 years…”

via r/WellThatSucks

3. I came out of my hotel to this…

Silver SUV parked in a residential lot with all four wheels stolen, sitting on small wooden blocks with exposed brake rotors—appears to be the victim of recent vandalism or theft.
r/wellthatsucks

4. Client’s master bedroom would have looked nice

5.

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6. “Just because it ‘fits’ doesn’t mean you put it in the locker”

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7. “I guess I’ll move out and just let him live here”

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8. My daughter decided to cool off her hot pot of pasta on our deck

Melted plastic ring fused to gray composite decking, likely caused by placing a hot pot or pan directly onto the surface—burn mark is circular with distorted plastic edges.
r/wellthatsucks

9. “Guess who found a worm in their can of peaches after they already ate most of the can?”

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10. “Ate 4 big pieces in the dark last night and couldn’t see it, how dead am I?”

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11. Hamster escaped her 1000sq inch enclosure, ate my carpet and escaped out the front door

Corner of a white wall and beige carpet where the baseboard has been pulled away and carpet chewed down to the underlayment—appears to be damage caused by a small pet like a hamster or rodent.
r/wellthatsucks

12. “I got food poisoning after ordering cheap Tilapia online”

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13. “Found out that my boyfriend is on Bumble”

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14. “My wife washed my new pair of jeans so I could wear them today. She also threw in her big fuzzy blanket.”

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15. “Bought a used car a couple days ago and opened the center console for the first time this afternoon. Not even a hint at the code anywhere I could find.”

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16. “Had a car dangled in front of me today.”

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17. “I stayed at a BnB with bed bugs and had a huge allergic reaction”

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18.

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19. “3 weeks left of my pregnancy, putting stuff away in the attic and fell through the roof.”

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20. “if anyone wants a free brand new Google Pixel 8 you can get one at the bottom of this lake in Oklahoma”

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21. “Went to top off my wiper fluid and found this”

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22. “My whole headlight assembly just straight up disappeared and I have no idea how it could have happened.”

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23. “American Airlines flight from Portugal to Pennsylvania. I was supposed to be on that flight.”

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24. “Ordered wings and received a deep fried chick”

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25. “Doordash driver left food in the entryway, under a sign saying specifically not to, then sent this picture 10 minutes after leaving. The food was stolen by the time I came downstairs.”

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26. “My push to start button pushed right into the dash. The truck is running.”

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27.

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28. “This was a Tesla”

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29. “Inherited an old bottle of whiskey, and when I tried to open it, the cork disintegrated.”

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30. “Bought 2 days ago, receipt is gone of course. On the bright side if you turn it upside down it looks like they are all smiling or laughing at me”

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31. “Bananas aren’t supposed to be crunchy… or have some red stuff in the middle right?”

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32. “Spent 1.5 hours cooking.. dropped a bowl and covered it in glass splinters…’

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33. “My Employer forgot to mention this on this list of ‘benefits’ for RTO”

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34. “I was on the last step of a split pea soup that took me two hours to make… and the blender broke”

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35. “A garbage truck backed up into my apartment like 45 mins ago. This is my bedroom window”

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36. “Cat jumped off the Samsung Serif TV and it fell. Replacing the frame costs $1500”

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37. “A can of Diet Coke exploded in my car.”

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38. Truck ran into my barbershop this morning while I was cutting a clients hair.

White SUV crashed through the front wall of a barbershop, collapsing a large section of brick and glass into the interior—dartboard, posters, and couch inside remain intact amid rubble.
r/wellthatsucks

39. “This is what staff at amusement park have to face everyday”

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40. “Paid almost 1k to fix my car last week and today my blinker broke.”

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41. “New work neighbors.”

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42. “The plane I got today.”

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43. “Everyone goes crazy for the Stanley but my cup cost $3000 a day!”

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44. “Was really happy to find my Gameboy this morning.”

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45. I thought this plastic on my new washer was a protective film

More “Well, That Sucks”: ‘Well, That Sucks” – 40 Funny Fails That’ll Make You Feel Better About Your Own Day

Nate

Nate Armbruster

Nate writes for Pleated-Jeans and enjoys finding the internet’s funniest corners so you don’t have to.