I once accidentally sent a text ABOUT my boss, TO my boss. At work. When she was in the room across the hall from my office. It wasn't a nice text either, and I used her name in it.
I could overhear her talking to the other ladies about how inappropriate it was for the TV show "The Fosters" (about a lesbian foster family) to be on the ABC Family channel when children would be watching. This was one of the many things she was spewing about that day. She was on a tear.
So, yeah, I basically called her an ignorant prude and realized as soon as I pressed send who I had sent it to. I wanted to crawl under my desk and DIE! She immediately replied with "Yes she is!

"....sarcastic of course. She basically ignored me for the rest of that week (would not even come down to my end of the hall!), and then she finally got over it and pretended like nothing ever happened.