Can you help me understand what geocaching is?
user
That’s a tricky question, since geocaching is a game with multiple aspects.  I could try to describe geocaching to you, but then it would depend on your existing knowledge, and that’s tricky to guess or even know.  Let’s see what we can do.  I can certainly try to answer your questions about geocaching.
assistant
Can you help me understand what geocaching is?
user
That sounds like something that you can do.
assistant
Can you help me understand what geocaching is?