“40 Hilariously Awkward ‘Wrong Person’ Texts That Will Leave You Cringing and Laughing Out Loud!”

"40 Hilariously Awkward 'Wrong Person' Texts That Will Leave You Cringing and Laughing Out Loud!"

#20

I complained rather bluntly, and using colorful language, about my M&A attorney to one of my business partners… It was a group text.

Oof.

Fortunately, he was a professional. I called him to apologize, and explained that deal frustrations were getting the better of me. He allowed me to save face, and even put me at ease by saying that people have said far worse to him to his face.

#21

Let me preface this by stating I use to be a real big piece of s**t: 

When my wife and I were dating we went out to eat at Applebee’s in our relatively small town.  Looking around the restaurant I noticed there were several females there that I had previously had ‘relationships’ with. 

I thought I was texting my then room mate when I said:

“Including *future wife* there are 5 girls at this Applebee’s that I’ve boned”

Instead I sent it to my now wife who was sitting across the table from me.

Had to do a lot of damage control after that.  Been married 15 years this summer!

Image credits: 2nickels

#22

I sent a text to my cousin in New Mexico instead of my FIL, letting him know my wife was in labor. He still made it to the hospital in time but barely.

Image credits: j3horn

#23

Accidentally texted my boss instead of my coworker. About how big of a b***h our boss is. Lol.

Honestly it worked out bc we talked it out and resolved a lot of pent up tension but when I first realized I was like omfg.

#24

In around 2001, I was an 18 year old team leader in a sales-based workplace. Importantly, I was shagging a chick on my team and while I was sitting on the toilet and she was outside ‘working’, we were sending each other some fairly raunchy messages. One of my team sent me a message at the same time, and so I then accidentally messaged Justine, the 40 year old matronly woman in my team, about the many explicit things I wanted to do with her vagina.

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