107.EasyMoney Riddle

Why don't cows have money?

  • A.Because they spend it on grass
  • B.Because they can't count
  • C.Because banks don't serve cows
  • D.Because the farmer milks them dry.
Answer: Because the farmer milks them dry.

"Milks them dry" plays on draining a cow of milk and draining someone of money.

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109.MediumMoney Riddle

If you have two coins which total 35 cents and one of the coins is not a dime, what are the two coins?

  • A.A quarter and a nickel
  • B.Two dimes and a nickel
  • C.Three dimes
  • D.A quarter and a dime. One coin is not a dime, but the other one is.
Answer: A quarter and a dime. One coin is not a dime, but the other one is.

The wording only rules out one of the coins being a dime; the other coin can still be a dime, so a quarter and a dime work.

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111.HardTime Riddle

A man goes to work at the same time each day and travels part of his journey facing forwards and the remainder facing backwards. When he returns at the end of his working day, he only faces forwards. How can this be?

  • A.He rides a bus that reverses part of the way
  • B.He walks backward for exercise
  • C.He works night shifts and gets confused
  • D.He works in the engine room of a liner and walks forward on deck, backward down ladders, then only forward when returning
Answer: He works in the engine room of a liner and walks forward on deck, backward down ladders, then only forward when returning

Picture climbing down ladders backward for safety versus walking normally on a flat deck.

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112.HardTime Riddle

There were 5 men traveling down a road and it started to rain and 4 men sped up, the 5th did not, but they all arrived at the same place at the same time but all of them were wet besides the 5th. How?

  • A.He had an umbrella
  • B.He was already inside a car
  • C.He was walking a different path
  • D.He was dead and in a coffin
Answer: He was dead and in a coffin

The fifth man wasn't walking at all; he was being carried, sheltered from the rain.

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113.HardTime Riddle

Peter celebrated his birthday on one day, and two days later his older twin brother, Paul, celebrated his birthday. How could this be?

  • A.They were born on different years
  • B.One twin was adopted
  • C.It's a simple mistake in the story
  • D.Paul was born first on March 1st; the boat crossed a time zone and the younger twin was born on February 28th in a leap year
Answer: Paul was born first on March 1st; the boat crossed a time zone and the younger twin was born on February 28th in a leap year

Think about how crossing a time zone or a leap year date could reorder birth dates for twins.

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116.HardTime Riddle

I have two coins, one is marked George I and one is marked George IV. One is genuine but one is a forgery. Which is the forgery?

  • A.George IV, since it's a rounder number
  • B.Neither is a forgery
  • C.Both are forgeries
  • D.George I, as it wouldn't have been marked with a number before subsequent kings existed
Answer: George I, as it wouldn't have been marked with a number before subsequent kings existed

Numbering a king "the First" only makes sense retroactively once a second ruler of that name exists, so no coin from his own reign would call him "George I."

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118.HardTime Riddle

I am not your boss but I guide your decisions, I am not your trainer, but I dictate your pace, I am not a Judge but I measure your success. Who Am I?

  • A.Your parents
  • B.Society
  • C.Your teacher
  • D.Suggested answers include yourself, your brain, time, fate, conscience, or heart
Answer: Suggested answers include yourself, your brain, time, fate, conscience, or heart

This riddle is open-ended, pointing to an inner force that shapes choices without formal authority.

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122.HardTime Riddle

How can you measure nine minutes with have two hourglasses, one four minute and one seven minute?

  • A.Just run the seven-minute timer twice
  • B.Add four and seven minutes for nine minutes total
  • C.Use only the four-minute timer three times
  • D.Turn over both hourglasses; when the four-minute runs out, flip it; when seven-minute runs out, flip it; when four-minute runs out again, flip seven-minute; nine minutes total
Answer: Turn over both hourglasses; when the four-minute runs out, flip it; when seven-minute runs out, flip it; when four-minute runs out again, flip seven-minute; nine minutes total

Track the moments each timer runs out and flip the appropriate one to build up to nine minutes.

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124.HardTime Riddle

Two people meet inside of a zoo and with some time a child was born. The child of two people had no clue, but the two people who meet they already knew. The child was the person who acted like glue. Who are the two people that met at the zoo?

  • A.The biological parents
  • B.Two zookeepers
  • C.Two strangers
  • D.The adopted parents
Answer: The adopted parents

The child bonds two people together who weren't related to begin with, hinting at adoption.

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126.HardTime Riddle

If the only frying pan in the house is large enough to cook two pancakes at a time and pancakes take one minute to brown one side, how can you make three pancakes in three minutes?

  • A.Cook them one at a time for one minute each
  • B.Use two pans simultaneously
  • C.It's impossible in three minutes
  • D.Brown two pancakes' first sides, then flip one and add the third, then rearrange to finish all in three minutes
Answer: Brown two pancakes' first sides, then flip one and add the third, then rearrange to finish all in three minutes

Carefully swap which pancakes are in the pan each minute so none sits idle.

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128.HardTime Riddle

A Smuggler with a bicycle carried to sack of sand with him every day. However every time he was checked at the border, the officer's let him through. Wait, what did the Smuggler smuggle?

  • A.He smuggled sand itself
  • B.He smuggled drugs hidden in the sand
  • C.He smuggled nothing at all
  • D.The smuggler smuggled bicycles using sand as a distraction
Answer: The smuggler smuggled bicycles using sand as a distraction

The obvious item, the sand, is a decoy from what's actually valuable: the bicycle.

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131.MediumTime Riddle

Two jets take off at the same time, There is only one runway but there where no crashes and it was at the same airport. A Plane takes more than 1min to take off. How can this happen?

  • A.One jet took off vertically
  • B.They used different runways
  • C.They took off in opposite directions
  • D.They both took off at the same time on different days
Answer: They both took off at the same time on different days

'The same time' doesn't have to mean the same day.

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132.HardTime Riddle

There lived a man in a house and everytime he went to bed he turned on the light. One night, the man forgot to turn on the light. The next day he read the paper and killed himself. Why?

  • A.He read bad news about his family
  • B.He was blind and needed the light for safety
  • C.He lost all his money in the stock market
  • D.The man lived in a lighthouse and forgot to turn on the light; a ship crashed and he read about it
Answer: The man lived in a lighthouse and forgot to turn on the light; a ship crashed and he read about it

The 'light' he turns on nightly is a lighthouse beacon, not a bedroom lamp.

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134.EasyTime Riddle

Why can't you keep a clock in jail?

  • A.Because it would tick too loud
  • B.Because it always escapes
  • C.Because it has no hands to hold bars
  • D.Because time is always running out
Answer: Because time is always running out

This is a pun on 'time running out', both meaning a countdown and an escape.

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135.HardTime Riddle

One day, Kathy was walking in the park when she stumbled upon two suspicious men. One of them was dressed like a werewolf, while the other one was not. Which of the two men was the real werewolf?

  • A.The one dressed like a werewolf
  • B.Neither of them
  • C.Both of them
  • D.The guy who doesn't look like a werewolf, as werewolves only transform during full moons at night, not daytime
Answer: The guy who doesn't look like a werewolf, as werewolves only transform during full moons at night, not daytime

Werewolves only take their monstrous form under a full moon, so a costume gives away a fake.

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141.HardTime Riddle

Between 3:55 and 4:05 store lurking I maintained I was shopping and searching for a time telling device I'd bought, My alibi was that I was shopping for WHAT and WHEN?

  • A.I was shopping for a watch at noon
  • B.I was shopping for a calendar at midnight
  • C.I was shopping for a timer at 3 o'clock
  • D.I was shopping around for a clock and I was shopping around 4 O'clock
Answer: I was shopping around for a clock and I was shopping around 4 O'clock

'Shopping around' plays on the phrase describing the exact time of 4 o'clock.

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160.HardTime Riddle

A man goes upstairs to grab his time machine. He walks downstairs then goes back in time 200 years. Why did he go downstairs?

  • A.He needed more space to travel
  • B.The time machine only works on the ground floor
  • C.He forgot something downstairs
  • D.Because if he went back in time from upstairs, the house wouldn't have been there 200 years ago
Answer: Because if he went back in time from upstairs, the house wouldn't have been there 200 years ago

Think about whether the upstairs of the house even existed 200 years in the past.

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