There are some really stupid ones, but I remember this as being one of the most stupid.
So there's a guy I've been acquainted with for the better part of 14 years (lives across the street from me, in the same neighborhood for 14 years. I say it again because it's important later). So one day I teach him how to drive stick and he invites me to hang with his friends for a old school LAN party. So we both grabbed all my pc bits from my house so we could port them in one trip.
When we were crossing the street, he asked me this with a straight face: "Is this gonna be weird for you, hanging out with all white people?"
So you understand the layered stupidity of the question, understand that our neighborhood is not ethnically diverse,
at all. It has not been the entire time my family's lived in it. There's like an Asian family and us. I literally had to point out to him that we live in what is nearly an all-white neighborhood, so "who else was I going to hang out with?".
What made it worse, he responded "Oh, OK" with the tone of "Oh, well that makes sense!".
In 14 years, knowing right where we both live, it never once crossed his mind that this might be the case. Who exactly did he think I've been hanging out with all this time??? The Secret Society of All-Black Friends?