The inappropriate-question issue has hit home recently for me when people ask when Steve and I are going to have kids. I just say, "it's on the agenda," and think "you idiot." There are so many questions that people ask regularly just to make conversation without realizing how upsetting/annoying they might be.
"Are you going to get married?"None. Of. Your. Business.
"Are you going to have kids?"
"When are you going to have kids?"
"Are you going to have another kid?"