Vafþrúðnir and Odin swap riddles while an unnamed woman looks on. The drawing is by by Lorenz Frølich, from Gjellerup, Karl (1895), Den ældre Eddas Gudesange.
Samson and the Lion by Francesco Hayez depicts Samson with the lion's carcass; soon he will discover a beehive inside, which will enable him to formulate an unguessable riddle.
An Anglo-Saxon key: one of the "clean" answers to a famous riddle!
The first of Patricia McKillip's Riddle-Master Trilogy. In this world the riddles are "wisdom riddles" or "monk's riddles": questions about history requiring specialized knowledge.
Oedipus and the Sphinx (1808) by Jean Auguste Dominique Ingres.
Gustave Moreau's Oedipus and the Sphinx (1864) is in the Metropolitan Museum of Art in New York.
The Wooing of Emer by Stephen Reid. Cu Chulainn and Emer swapped riddles during their courtship.
Chapbook printing of the riddle-ballad "Captain Wedderburn's Courtship."
Sir Gawain and the Loathly Lady by Selina Hastings (Author) and Juan Wijngaard (Illustrator). It tells she story of Gawain's solution to a riddle.
Frodo, Gollum and Sam from the film Return of the King.
The famous prophet Nostradamus wrote his prophecies in riddling quatrains.
The witches in Shakespeare's Macbeth make several prophecies that turn out to be riddles.
Eowyn confronts the Witch-King in the film Return of the King. Eowyn is the solution to a riddling prophecy that Tolkien based on one from Shakespeare's Macbeth.
Emma Thompson plays Sybill Trelawney, whose riddling prophecy is crucial to the plot of the Harry Potter films.
Hanuman returns with the Dronagiri Mountain: one of the impossible tasks that are like riddles writ large.