7. “I love you” to the ex-wife.

I intended to send “I Love You” to my girlfriend of 14 months. I accidentally sent it to the ex-wife.

8. Sent a text that was meant for the boyfriend to the boss.

I once sent a text to my boss “Can you get some more lube while you’re out? I Love You.”

9. The ol’ bruised vasectomy text.

My brother thought it would be funny to send me a picture of his swollen bruised junk after his vasectomy. After the third time without a reply from me, a woman called and asked why he was sending these messages to her 15-year-old daughter. He’s lucky he didn’t get arrested.

10. An inappropriate text to someone who just got into a car accident.

Embarrassing but to the right person, my then girlfriend at the time had just got into a car accident and I sent her the following: “I heard you got into a car accident!? :)”

That face shouldn’t have been there…