Back when I got my drivers license, I offered to give my friend a ride home. Now, it should be noted that he spent half his school day at an occupational school on the other side of town from our High School. My friend, he thought I was going to pick him up at his occupational school, while I meant that I'd give him a ride home from our High School after he took the bus home.
So I sat at the High School for awhile, waiting for him to show up. When his bus showed up and he wasn't on it, I shrugged and went home. A couple of hours later, he showed up at my, his clothes and shoes very dusty, and an angry look on his face. Because of the confusion, he was stuck on the wrong side of town, so he walked home. All five or six miles home. And he walked along the freeway, to boot.
Occasionally, the incident will come up in conversation, and I get a few stern looks from the crowd. I think it's pretty funny. He's still upset he ruined a pair of shoes.
Oops. It was an honest mistake.