the.com/riddle

a question wearing a disguise, daring your brain to recognize the answer hiding in plain sight

means a puzzle phrased as a tricky question or statement, designed so the answer is concealed and must be cleverly worked out.

from From Old English 'rǣdan,' to interpret or counsel — the same root that gives us 'read.' A riddle was literally a thing to be read, in the old sense of figured out. (The other 'riddle,' a coarse sieve, is a separate word from Old English 'hriddel'; the two only sound alike, though there's a tempting overlap in the idea of sifting for meaning.)

sphinx stakes
Oedipus solved one; losers got eaten alive
ancient sport
Babylonians scratched riddles into clay 4,000 years ago
viking duel
Odin won contests by asking unanswerable questions
legal weapon
Anglo-Saxon riddles doubled as bawdy double-entendres
hobbit lore
Bilbo and Gollum gambled their lives on riddles
for instance

bilbo's riddle game — the hobbit (1937): bilbo and gollum exchange riddles in tolkien's novel, including 'what have i got in my pocket?'

samson's riddle — bible, judges 14: 'out of the eater came something to eat, out of the strong came something sweet' — about a lion and honeycomb

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