I'm not sure I've made him uncomfortable in that way that I know of, but once I was moving house and talking about how fuxing awful my street was and then he said that he grew up on that street, lol.

Off topic but this thread reminded me of it...once I had an interview at a care home, and the manager spotted a residents file on her desk that had photos of their false teeth in... She screamed how much she hated teeth because her dad was a dentist and scurried out of the room mid interview!