You'll Surely Laugh At These 26 Humiliating Email And Text Mistakes That Can Make Anyone Facepalm

Some people can type “sorry for your loss” in their sleep, yet somehow these emails and texts still manage to set off full-body facepalms. From mangled condolences to autocorrect crimes, this collection is basically a greatest-hits album of messages that went out the door and immediately became a problem.

It gets even messier when you picture the real-life chaos behind the screen. One person sends a message that reads like it was drafted mid-chaos, another tries to text something sweet and accidentally turns it into a comedy. Then there are the workplace and family disasters, like the boss email that “shocked a few people in our SoCal office,” the “med certificate” sent to a professor, and the classic “Is it too late to unsend? Well, I guess so.”

By the end, you’ll be checking your own drafts like they’re about to betray you.

1. Of course, I'm so very sorry for your loss

omarmirza000

2. “I EMAILED MY PHILOSOPHY TA WHILE I WAS HIGH ON HYDROCODONE. I’M DEAD”

jabbyo3

3. Is that really how it's said?

twotimetony

4. “This pickle me”... LOL

En9rgy

5. “Daddy’s in heaven” has certainly gone wrong

tlrbrt

6. Chicken Sees Her Salad

Disfigured_Porcupine

7. The med certificate that was sent to a professor

tinapahy

8. How do you spell it?

Shxcking

9. “I am worried”... That's it

Carson_Shofner

10. Is it too late to unsend? Well, I guess so.

finalhatter

11. Alvin The Chipmunk

iliketraps_0

12. That's one way to clear the desk.

mr_drinksonme

This “Sent from my iPhone” signature debate is the same kind of digital misstep as the text/email that went disastrously wrong.

13. Got to go see Neymar, my cat.

uuuuhhhmmm

14. Don’t eat any type of crushed Asians.

proudsquid125

15. “We got a snowstorm last night. My (female) boss’s email probably shocked a few people in our SoCal office.”

PanicRev

16. There’s quite a difference between those two piercings, don’t you think?

SpencerAlthouse

17. Flaming young... It is what it is.

costellosensei

18. Farmer John Cheese... The stuff you put on pizza.

gary5602

19. Are you still working there? Apparently, the person is out of the office.

FromBBWtoBBW

20. When you think it's “Pedestrian.”

pinterest

21. A Florida Lee... However you spell it.

RTROTA

22. Did Jeffrey write back?

and-down-we-go

23. “Bone jaw.”

IShotTheMH370

24. “My aunt texted me… so confused.”

Jaded-Ad6823

25. Don’t worry, guys, a waxing will be here soon.

CleetusthetinyFeetus

26. Scrambled eggs.

reddit

The moment someone drops “I EMAILED MY PHILOSOPHY TA WHILE I WAS HIGH ON HYDROCODONE. I’M DEAD,” you can practically hear the group chat go silent.

Then comes the “This pickle me” text, followed by the even worse “Daddy’s in heaven” situation that somehow sounds like it’s mocking the whole concept of funerals.

Just when you think it can’t get worse, the “We got a snowstorm last night” email lands in the SoCal office, and suddenly everyone’s trying to figure out who got “shocked.”

And after the “bone jaw,” “Pedestrian,” and “Scrambled eggs” chaos, you’re left wondering which one of these people is going to hit “unsend” at the exact wrong time.

It's safe to say that we've all encountered a similar circumstance. We've all sent embarrassing and humorous text messages accidentally, whether it was because we were intoxicated, pressed the wrong button, or simply weren't paying enough attention to what we were doing.

There are awkward text message fails, and then there are mortifying text message flops, as you've seen from this hilarious compilation.

Nobody wants to be the person whose text turns into a family legend.

Want more chaos than “I EMAILED MY PHILOSOPHY” level? See what happened after someone accidentally spilled her sister’s surprise party.