Classic Riddles
Riddle: As I was walking across the London Bridge, I met a man who tipped his hat and drew his cane, and in this riddle, I said his name. What is it?
Answer: And drew = ANDREW.
Riddle: What has to be broken before you use it?
Answer: Eggs.
Riddle: President Clinton was our 41st president, but only 40 men had held the office. Why?
Answer: Grover Cleveland held office during 2 nonconsecutive terms. He was our 22nd and 24th president.
Riddle: A leathery snake, With a stinging bite, I'll stay coiled up, Unless I must fight. What am I?
Answer: The answer is “a whip.” Multiple riddle collections list the solution as a whip for this exact clue set.  Leathery snake: A whip is often made of leather and long, flexible, and sinuous—like a snake. Stinging bite: The crack of a whip delivers a sharp, stinging strike. Coiled up: Whips are commonly stored coiled. Unless I must fight: It stays coiled until it’s needed, then uncoils for use (historically in control, sport, or combat).
Riddle: I saw a creature: his stomach stuck out behind him, enormously swollen. A stalwart servant waited upon him. What filled up his stomach had travelled from far, and flew through his eye. He does not always die in giving life to others, but new strength revives in the pit of his stomach; he breathes again. What is he?
Answer: Bellows.
Riddle: Make me thy lyre, even as the forests are. What if my leaves fell like its own -- The tumult of thy mighty harmonies Will take from both a deep autumnal tone. What am I?
Answer: The west wind.
Riddle: As I went across the bridge, I met a man with a load of wood which was neither straight nor crooked. What kind of wood was it?
Answer: Sawdust.
Riddle: Why should doctors attend to window-sashes?
Answer: Because they have so many panes (pains).
Riddle: I know what my job is, The point has been made. You say I have a big head, And you're right, I'm afraid. Put me in my place, And then leave me alone. What I need most, Is someone to drive me home. What am I?
Answer: A Nail!
Riddle: Why is France like a skeleton?
Answer: Because only the bony part is left. This is a play on words referring to Napoleon Bonaparte who played a key role in the 1789 French Revolution and was the first Emporer of France from 1804-15.
Riddle: What has 4 wheels and flies?
Answer: A garbage truck! lol!
Riddle: Round as an apple, Deep as a cup, All the King's horses Can't pull it up. What is it?
Answer: It is a well.
Riddle: What is that which, supposing it's greatest breadth to be four inches, length nine inches, and depth three inches and contains a solid foot?
Answer: A shoe.
Riddle: With potent, flowery words speak I, Of something common, vulgar, dry; I weave webs of pedantic prose, In effort to befuddle those, Who think I while time away, In lofty things, above all-day The common kind that lingers where Monadic beings live and fare; Practical I may not be, But life, it seems, is full of me! What am I?
Answer: A riddler. ( or riddle )
Riddle: There is not wind enough to twirl That one red leaf, nearest of its clan, Which dances as often as dance it can. What is it?
Answer: The answer is “flame” (or “fire”). This riddle is related to a quote by Samuel Taylor Coleridge. The “one red leaf” is a metaphor for a tongue of flame on a low fire, which “dances” and flickers even when there isn’t enough wind to twirl an actual leaf. Coleridge’s imagery captures how a small flame closest to the embers moves restlessly with the slightest draft, appearing like a red leaf among its “clan” of other flames and coals
Riddle: Why is a rose-bud like a promissory note?
Answer: It matures by falling dew.
Riddle: Why is a gooseberry pie like counterfeit money?
Answer: Because it is not currant (current).
Riddle: As destructive as life, As healing as death; An institutioner of strife, Just as prone to bless. It is all that is good, Yet with an evil trend; As it was the beginning of things, It can also be the end. What is it?
Answer: It is fire!
Riddle: How is it possible to always find what you're looking for in the last place you look?
Answer: If you find what your are looking for then you would stop looking so it would be in the last place you look.
Riddle: Why is a man with wooden legs like one who has an even bargain?
Answer: Because he has nothing to boot.