I’m working on a campaign that has the player meet a creature pretending to be a sphynx and ask riddles of the players.
The trick is that that creature is both not that smart and thinks he’s very clever. They way past him is to praise him for being so smart that he agrees to let the adventurers go
What are some good ‘bad’ riddles to ask ?
“Say my name and you break me. What am I?” “A child named ‘nobody loves you’!”
The answer to this riddle is “silence”, because saying the word “silence” will also break the silence. Obviously the less clever/funny version is about emotional harm to children.