My good buddy went to high school with this girl, they were pretty good friends, knew each others parents etc. I forget her name, I'll call her Stacy. Later it came to his knowledge that she was working at a strip club and of course he wanted to go. We got there and immediately, as to be expected it was very awkward, but these types of situations do not impact my friend at all, I've never seen him embarrassed. So, of course, he requests a lap dance from his friend he's known for years. She starts doing her thing and the whole time he's saying things like "How are your parents Stacy?" with complete disregard for her stage name/ the fact that she's naked. Afterwords, he gets up and says, I quote "Thanks Stacy, that was delightful" and we leave.
That was 3 years ago, I still laugh about it.