What is the hardest question you’ve been asked? easiest?

What is the hardest question you've been asked? easiest?
What is the hardest question you’ve been asked? easiest?

Sometimes people who are in a lot of pain write to me. It can be very hard to decide how to give advice or make suggestions in this format–I do my best, but I can still only offer a Post-It worth of help. Easiest question? Yes, you should ask your crush out.