I'm fine with them if they make sense in the setting.
Who's asking the riddle, and what's their motive?
The story of the Sphinx is a classic. Yes, it depends on cultural context, such as use of a walking stick.
The story of Alexander and the Gordian knot is also a classic.
The Test of the Mind, in "Order of the Stick", is a modern classic:
<http://www.giantitp.com/comics/oots0327.html>
Who's asking the riddle, and what's their motive?
The story of the Sphinx is a classic. Yes, it depends on cultural context, such as use of a walking stick.
The story of Alexander and the Gordian knot is also a classic.
The Test of the Mind, in "Order of the Stick", is a modern classic:
<http://www.giantitp.com/comics/oots0327.html>