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Best Riddles Page 3 of 5


Many of these riddles have survived over the years and still remain popular.


The best riddles, most of these have been around for a long time and continue to survive through the ages; so they must be the best riddles. See if you agree.




31. At the hardware store I was quoted 12 cents for one, 24 cents for 50, and 36 cents for 144.  I wanted six.  What was I buying and how much did it cost me?

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32. If two boys and a girl can beat their father in a tug-of-war, but their mother can win against a boy and two girls, who should win a contest between the father and a girl against the other and a boy?

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33. If a crab and a half weigh a pound and a half, but the half crab weights half as much again as the whole crab, what do half the whole crab and the whole of the half crab weigh?

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34. A chessboard has squares that are two inches by two inches by two inches.  What is the diameter of the largest circle that can be drawn on the board in such a way that the circle's circumference is entirely on black squares?

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35. Compose a grammatical and sensible sentence in which all words begin with the same sound and yet none begin with the same letter.

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36. Now compose a grammatical and sensible sentence in which all words begin with the same letter and yet none begin with the same sound.

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37. I started 2 watches at the same time, It turned out that one of them went two minutes per hour too slow, and the other went one minute per hour too fast.  When I looked at them again, the faster one was exactly one hour ahead of the other.  How long had the watches been running?

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38. What is so unusual about the number 2520?

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39. My first wears my second; my third might be what my first would acquire if he went to sea.  Put together my one, two, three, and the belle of New York is the girl for me.  What one word am I?

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40. If 20 blackbirds are on a fence and you shoot one, how many remain?

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41. What was given to you, belongs to you exclusively and yet is used more by your friends than by yourself?

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42. What is it that we often return but never borrow?

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43. Every time you stand up, you lose this. What is it?

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44. What is the hardest thing to deal with?

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45. What is the most important thing in the world?

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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.