35 Funniest Fails From People Having A Worse Monday Than You (March 31, 2025)

Mondays are already tough, but these people took “rough start to the week” to a whole new level.

From work fails to everyday disasters, today’s funniest fails will make you feel just a little better about your own Monday struggles.

If you needed a reminder that it could always be worse, here it is—served with a side of secondhand embarrassment.

1. Poor Money Box

2. I Didn’t Mean It Like That

3. My Name Is Shane, But Thanks, I Guess

4. Sometimes It Pays To Have A Dirty Car. My Son Got Rear Ended Last Night, The Other Driver Was Aggressive And Left Without Exchanging Info

5. That’s Why You Don’t Remove The Cones That Reserve An Area For Delivery

6. 1270 Broadways “modernization”. Whoever approved this should never see the light of day

7. This Is The Worst Thing Chocolate Milk Ever Did

8. This Is What Happens When You Wear Too Much Make Up And Not Your Seat Belt

9. I Thought I Took A Cute Picture, Looked Back At It And Realized My Hand Was Directly On The Sascrotch

10. My Wife Reminded Me Several Times To Put The Dog In His Kennel And I Did Not. He Promised He Would Be A Good Boy And He Was Not

11. Oh, Well

12. Came downstairs to feed my cats dinner, found someone breaking in.

13. What If I Decide To Let My White Dog Out After I Mow My Lawn?

14. What Could Go Wrong With Locking Your Dog In The RV

15. Prof Had Me For A Moment

16. Mom won a new TV, was met with this when she turned it on.

17. We’re Going To Disney World

18. This Girl Was Bleaching Her Hair And Put A Plastic Bag From Walmart Over It To Help The Heat Stay In And It Printed The Ink Onto Her Hair

19. Note To Self, Check The Dimensions Of Everything Before Ordering On Amazon

20. A Mistake Was Made

21. I Put A Rock In Front Of The Green Electrical Box So My Wife Wouldn’t Take Out Power To The Entire Neighborhood Again

22. A Friend Forgot To Change Their Document Name When Submitting It

23. Learn From My Mistakes

24. Last Weekend, I Was The Idiot. Didn’t Notice Until 1h Down The Road

25. When England Scored, I Celebrated So Much That My Apple Watch Thought I Was In A Car Crash And Proceeded To Call 999 To Inform My Family That I May Have Been In A Serious Accident

26. Looks Like A Mullet With Legs

27. Food For You

28. Forgot To Close The Window Before Getting A Carwash

29. Scammed by a Japanese matcha shop — I opened the package and it’s completely empty

30. What Could Go Wrong When You Don’t Tie Down A Load Of Deck Boards

31. Nissan Rogue Driver Gets Stuck Making A Turn On A Denver Bike Path Foot Bridge

32. 3 Years Ago I Unknowingly Bought A 2 Person Child’s Tent Thinking It Was Adult Sized. Still Took It To The Festival

33. When you book a glamping spot with a pool.

34. I Used To Stuff My Crotch As A Little Kid To Intimidate The Pitchers On The Other Team

35. Stubborn Husband Said He Didn’t Need My Help Putting Sunscreen On His Back

Read more: 40 Weird And Funny Fails Of AI Art That Have Us Cry-Laughing

Alex Buscemi

Alex Buscemi

Writer. Billionaire. Astronaut. Compulsive liar.

@whatsupboosh on socials.