Glasses stepped on and water bottle thrown on the dashboard.

30 Expensive Mistakes That Probably Still Hurt To Think About

Add as a preferred source on Google

Fails are funny, but mostly when they’re happening to someone else. I think part of the humor comes from the relief of knowing it wasn’t you, even though you can easily imagine it happening to you. One careless move, one unlucky bounce, or one thing left in the wrong place, and suddenly you’re checking your bank account to see how bad the damage is.

These expensive mistakes range from mildly painful to “I guess I’m not going on vacation this year.” Hopefully, laughing at them helps ease the financial pain. Probably not for the people involved, but it might help the rest of us.

1. This person whose casual water bottle toss ended with a cracked windshield:

Broken car windshield with multiple cracks and a tree outside.
via reddit

2. This person who learned why an ultrawide monitor shouldn’t be left lying on its back:

Curved monitor with a vertical crack in the center, marked by a red arrow.
via reddit

3. This person who stepped on their glasses while searching for them:

Broken eyeglasses with shattered lens on a white surface.
via reddit

4. This person who left their phone on the roof of their car before merging onto the interstate:

Damaged iPhone with burnt battery and melted components on a plastic surface.
via reddit

5. This person whose lawn mowing session caused some unexpected casualties:

Broken blue Easter eggs on grass near a tree and sidewalk.
via reddit

6. This delivery driver who left a package inside a recycling bin right before collection day:

Package delivered on 6 September in a blue bin, with a cardboard box on top.
via reddit

7. These dogs who knocked candles onto a coffee table that had been gifted just four days earlier:

Coffee table with white paint splatters and a leopard print rug underneath.
via reddit

8. This person who bounced a little too enthusiastically for their trampoline:

Person sitting on a trampoline with a view of the house and yard.
via reddit

9. These repair technicians who arrived to fix a TV’s backlight and left behind a broken screen:

Person holding a large cracked flat-screen TV in a living room.
via reddit

10. This person whose dropped perfume bottle took a chunk out of the sink:

A hand holding a small bottle of Fahrenheit Dior perfume near a white surface with a black spot.
via reddit

11. This passenger who realized their AirPod was still on the train after it pulled away:

Two black leather airplane seats with a window and curtains in the background.
via reddit

12. This person whose pillow turned the inside of their dryer into a stuffing factory:

Overflowing rice cooker with spilled rice and a gray cloth inside.
via reddit

13. This person who misunderstood a delivery app and paid $25 for two buns and fries:

Empty toasted buns, fries, and a receipt on a table.
via reddit

14. This person who discovered the importance of oven racks the messy way:

Eggplant slices cooking on a stove with tomato sauce in pans and eggplant slices on a tray.
via reddit

15. This person who dropped their entire set of keys straight through a sewer grate:

Car door interior with window controls and a glove in the footwell.
via reddit

16. This person who tried to swat a bug and cracked their car windshield instead:

Broken car windshield with multiple cracks on the passenger side.
via reddit

17. This person who accidentally left the freezer open all weekend and lost everything inside:

Four white plastic bags on a wooden floor and a rug, with a person's feet visible.
via reddit

18. This person whose $800 mouth guard fell off the counter and shattered:

A clear plastic dental night guard inside a plastic case on a countertop.
via reddit

19. This dog who mistook a pair of AirPods for an expensive snack:

Dog lying next to broken wireless earbuds and charging case on wooden floor.
via reddit

20. This person whose outdoor belongings were pummeled by a massive hailstorm:

Large hailstone in hand with a door and person in background.
via reddit

21. This diner who ordered shrimp without realizing they cost $53 apiece:

Large cooked prawns with two shot glasses of sauce on a white plate.
via reddit

22. This person whose spilled paint landed everywhere except the drop cloth:

Paint spilled on the floor and a can of white paint nearby.
via reddit

23. This worker who accidentally punctured a tanker filled with hot asphalt:

Damaged black tanker railcar on tracks with burnt and melted parts.
via reddit

24. This person whose neighbor drilled a little too far and came through their wall:

Hole in the wall with exposed pipe and damaged drywall.
via reddit

25. This person who finally had to retire a trusty skillet after 20 years:

Cast iron skillet with handle resting on a wooden surface.
via reddit

26. This toddler who helped break the family’s 65-inch television:

Flat-screen TV with vertical purple and blue screen lines, in a living room.
via reddit

27. This cat who stepped into a paint tray and immediately toured the house:

Footprints on wooden staircase with black shoes at the top.
via reddit

28. This person who left a car full of groceries sitting in the heat overnight:

Cheddar cheese, sausage, and sliced cheese on a marble countertop.
via reddit

29. And finally, this person whose mattress delivery was interrupted by a rainstorm:

Pickup truck with a kayak on its bed driving in the rain on a highway.
via reddit

30. This person who dropped their brand-new phone only hours after buying it:

IPhone with cracked back glass on a speckled surface.
via reddit