Riddle: What question can you never answer yes to?
Answer: Are you asleep yet?
Riddle Explanation + Meaning
This riddle is all about thinking through the situation it describes.
If you're asked, "Are you asleep yet?" and you are actually asleep, you can't respond because... well, you're asleep.
Sleeping people can't hear questions or give answers.
On the other hand, if you answer "yes," that means you are not asleep, because responding requires you to be awake.
So, the question "Are you asleep yet?" is unique because if you're able to answer it at all, the answer can only be "no."
The cleverness of the riddle lies in its play on the states of being awake and asleep, and how our ability to respond to questions changes depending on which state we are in.