20 Unfortunate And Awkward Moments Between Employees And Their Bosses

We are living in the world of technology and social media where we should pay 100% attention to what we are doing or else we will get immediate retribution. Apparently, everyone has been there, sending texts to the wrong person, drunk texting, and talking behind someone's back (often about bad things) but forgetting they are in the same group chat. There are also times when people struggled so hard with technology, they made themselves online jokes. It's okay, it's a part of our life, we put shame on ourselves for what we did. Most of the time, we choose to laugh it away. However, there are some people who were so unfortunate, they accidentally messed up with their bosses and that shame will sting them for the rest of their life.
Here we've collected 20 of the most hilariously awkward online interactions between employees and their bosses. Scroll down to laugh out loud and remember to be careful with technology!

#1. This text was meant for his girlfriend. Oops!

Source: Twelvyyyyyyyy

#2. "Do ya wanna TOUCH ("BASE!") do ya wanna touch (BASE!)..."

Source: A_gligs

#3. "Just woke up to find I text my boss mid nap, I don't even know what that is or what it means :)"

Source: christinechikey

#4. "Whoever texted my boss this last night is dead to me, I came into work and he says 'ik your midnight text wasn't for me' and I had no idea"

Source: alpallison

#5. "If u think ur having a bad day just remember that I accidentally texted this to my boss this morning"

Source: hannahrichelle3

#6. "I just accidentally texted my boss this, I-"

Source: ONLYAVGEL

#7. That's cold, but they have got a point that you can't really argue with.

Source: ollietttaa

#8. Pepper spray is not in the budget!!

Source: jamisoncombs

#9. Sounds like she made it the manager's problem and that she is a total boss.

Source: afaang_

#10. "No, I don't think I will... thanks tho"

Source: senti_naro

#11. "Thank GOD I drunk texted my boss last night"

Source: liiiz14

#12. Saying is very different from asking

Source: word2motha

#13. The best so far

Source: katiebjt

#14. "My boss turned herself into a potato on our Microsoft teams meeting and can’t figure out how to turn the setting off, so she was just stuck like this the entire meeting"

Source: PettyClegg

#15. "When you’re trying to plan a vacation with 3 of your coworkers but accidentally text your boss instead:"

Source: VinnieTrombley

#16. "If you’re having a bad day just know mine is worse because I accidentally texted this to my boss"

Source: spicysauce___

#17. "Meant to text my friend.. texted my boss instead.."

Source: LaurenGrissom2

#18. As they should

Source: jas_mine_a

#19. Pretty sure that's sexual harassment

Source: apoIlon

#20. There's never a wrong person to send a cat picture to

Source: ArcticMeebo

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