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100 Tricky Riddles Page 5 of 7


An assortment of all types of tricky riddles for your pleasure.


You may be able to use some of these crazy tricky riddles and trick riddles to fool your friends. Pick out the best tricky riddles from our selection and give your friends a tricky riddle quiz.




61. A man and a dog were going down the street.  The man rode, yet walked.  What was the dog's name?

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62. A man had two sons and named them both Ed.  How come?

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63. At what time do most people go to the dentist?

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64. Can you spell a composition with two letters?

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65. Can you spell a pretty girl with two letters?

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66. Can you spell soft and slow with two letters?

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67. Can you spell very happy with three letters?

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68. Do moths cry?

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69. How can you state that a horse has six legs?

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70. How can you spell chilly with two letters?

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71. What did the werewolf write on his Christmas cards?

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72. What did the bookworm say to the librarian?

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73. What do you call a boy named Lee whom no one wants to pal around with or talk to?

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74. What do you call an alligator's helper?

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75. What do you call your mother's other sister?

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More Fun

Getting tired of all of the riddles? Here are some really good, fun things to do for a little break. Take a few of the short tests. See if you can follow directions. Can you solve rebus puzzles? Some of these are sure to bring a smile or two.