Compound Word Riddles
Q:     How does the CIA know what people say in their sleep?

  A:     They plant bedbugs.
Q:     Where do cars go when it gets hot?

  A:     To a carpool.
Q:     What does the dog catcher give dogs on their 
birthdays?

  A:     Poundcake.
Q:     Who stands behind home plate waiting for someone to 
throw him a dog?

  A:     A dogcatcher.
Q:     Why is the bluebird blue?

  A:     Because the mockingbird is always mocking him.
Q:     What do you get if you cross a pit bull with a 
snowman?

  A:     A frostbite.
Q:     What do you call a sparrow in a tornado?

  A:     A whirlybird.
Q:     Why doesn't the army let chickens be soldiers?

  A:     Because the chickens would get eaten in the 
foxholes.
Q:     What do you get if you cut off a lion's mane while 
he's sleeping?

  A:     A wildcat.
Q:     Why did the cowboy send his horse up in a rocket?

  A:     Because he wanted to see a horsefly.
Q:     What horses swim the best?

  A:     Seahorses.
Q:     What time is it when you have to find the sum of two 
numbers?

  A:     Summertime.
Q:     When astronauts get married, where do they go?

  A:     On honeymoons.
Q:     Where do duck beak sellers advertise their goods?

  A:     On billboards.
Q:     What kind of dog has the most ticks?

  A:     A watchdog.
Q:     What insect did Dorothy see in the tornado?

  A:     A housefly.
Q:     We know that it sometimes rains cats and dogs, but 
what do you call it when it rains ducks?

  A:     A downpour.
Q:     What time is it when you turn into a frog?

  A:     Springtime.
Q:     What do you get if you cover your steps with ducks?

  A:     Downstairs.
Q:     When do bad days usually fall apart?

  A:     At daybreak.
Q:     How did the car owner feel when his car ran over him?

  A:     Rundown.
Q:     What did Tom Thumb do for a living?

  A:     He was a handyman.
Q:     What instrument did the wolf use to knock down the 
second little pigs house?

  A:     A woodwind.
Q:     Where did the giant want to cook Jack?

  A:     In a jackpot.
Q:     What did the liontamer die of?

  A:     Catnip.
Q:     What do chickens grow on?

  A:     Eggplants.
Q:     What kind of nail do carpenter's avoid?

  A:     Fingernails.
Q:     What part of a newspaper do angry people like best?

  A:     The crossword puzzle.
Q:     Who did the fairy godmother provide to guard 
Cinderella's glass slippers?

  A:     The footmen.
Q:     Why did the firechief ban fireflies from the forest?

  A:     Because they're firebugs.
Q:     Why doesn't the union like dockworkers who work for 
nothing?

  A:     Because they're freeloaders.
Q:     Why don't seismologists have many friends?

  A:     Because they're faultfinders.
Some Silly Compound Word Riddles
Q:     Why did Mr. Silly ask a witch to turn him into a 
frog?

  A:     Because he wanted to be a navy frogman.
Q:     Why did Mr. Silly build his house out of balsa wood?

  A:     Because he wanted to live in a lighthouse.
Q:     Why did Mr. Silly burn his rifle?

  A:     Because he wanted to hear gunfire.
Q:     Why did Mr. Silly bury his cow and his dishes?

  A:     Because he wanted to grow buttercups.
Q:     Why did Mr. Silly buy an octopus?

  A:     Because he wanted to build an armchair.
Q:     Why did Mr. Silly buy the Florida Keys?

  A:     Because he'd heard that Kansas is landlocked.
Q:     Why did Mr. Silly drop bubble gum from a skyscraper?

  A:     Because he wanted to see a gumdrop.
Q:     Why did Mr. Silly eat a pound of sugar?

  A:     Because he wanted to have a sweetheart.
Q:     Why did Mr. Silly feed grass to his pet frog?

  A:     So it would be a grasshopper.
Q:     Why did Mr. Silly feed his wristwatch to his puppy?

  A:     Because he wanted a watchdog.
Q:     Why did Mr. Silly get on his knees?

  A:     So he could eat his shortcake.
Q:     Why did Mr. Silly keep a key in his mouth?

  A:     In case he got lockjaw.
Q:     Why did Mr. Silly nail his store to the ground?

  A:     So a shoplifter wouldn't pick it up and carry it 
away.
Q:     Why did Mr. Silly paint his friend blue?

  A:     Because he wanted a trueblue friend.
Q:     Why did Mr. Silly put a lion in an airplane?

  A:     Because he wanted to create an uproar.
Q:     Why did Mr. Silly put a mast on his house?

  A:     Because he wanted his house to be shipshape.
Q:     Why did Mr. Silly put an umbrella in his ear?

  A:     Because he was planning to do some brainstorming.
Q:     Why did Mr. Silly put his cat on a Xerox machine?

  A:     Because he wanted a copycat.
Q:     Why did Mr. Silly put his shoe in his ear?

  A:     So he could listen to his shoehorn.
Q:     Why did Mr. Silly stick drumsticks in his ears?

  A:     So he could play his eardrums.
Q:     Why did Mr. Silly swallow a fire extinguisher?

  A:     To put out his heartburn.
Q:     Why did Mr. Silly swallow a kettle?

  A:     Because he wanted to have a potbelly.
Q:     Why did Mr. Silly take a fishing pole to the moon?

  A:     So he could catch starfish.
Q:     Why did Mr. Silly take his goldfish to a bowling 
alley?

  A:     Because he wanted to see a fishbowl.
Q:     Why did Mr. Silly water his chickens?

  A:     So he could grow eggplants.
Q:     Why did Mr. Silly wear plastic clothes?

  A:     So his raincoat wouldn't get him wet.
Q:     Why wouldn't Mr. Silly take his bluejay for a walk?

  A:     Because it's against the law to jaywalk.
Q:     Why did Mr. Silly tie a million helium balloons to 
his house?

  A:     Because he wanted to see a housefly.
Q:     Why did Mr. Silly play the piano with his feet?

  A:     Because he wanted to hear footnotes.
Q:     Why did Mr. Silly want a typewriter put in his coffin 
when he died?

  A:     Because he wanted to be a ghostwriter.
Q:     Why did Mr. Silly keep a tight hold on his wife's 
hands?

  A:     He'd heard his neighbors like to eat ladyfingers.
Q:     Why did Mr. Silly take a shield with him when he went 
fishing?

  A:     In case he caught a swordfish.
Q:     What happened to Mr. Silly's snowshoes?

  A:     They melted. 

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