The kids and I were walking to our car after shopping for groceries and two people were walking in front of us. When we got in the van, one of my kids asked me if one of them was a transvestite. I told them that, yes, it was. My youngest son who was about four at the time, asked what a transvestite was, so my older son told him that it was a man who dresses as a woman.
Our next stop was the bank, where I happened to run into an aquaintance I had not seen for a while. She is a tall, big-boned lady. My then 4yo looked at her and proceeded to ask his big brother LOUDLY, "Is she a transvestite?"
I could have melted into the floor. It was silent for a moment and then we just carried on as if we hadn't heard him. I think about it every time I see her now, and wonder if she does too.