Riddle: The more you take, the more you leave behind. "What am I?"
Answer: You take footsteps and leave footprints.
Riddle: What 8 letter word can have a letter taken away and it still makes a word. Take another letter away and it still makes a word. Keep on doing that until you have one letter left. What is the word?
Answer: The word is "starting". Remove the middle "T" and you have "staring", Remove the "A" and you get "string", remove the "R" then you have "sting", remove the "T" and you get "sing". Remove the "G", and you get "sin", remove the "S" and you're left with "in",  and finally, remove the "N" and you're left with "I".
Riddle: What has a head, a tail, is brown, and has no legs?
Riddle: Can you name three consecutive days without using the words Monday, Tuesday, Wednesday, Thursday, Friday, Saturday, or Sunday?
Riddle: A doctor and a bus driver are both in love with the same woman, an attractive girl named Sarah. The bus driver had to go on a long bus trip that would last a week. Before he left, he gave Sarah seven apples. Why?
Answer: An apple a day keeps the doctor away!
Riddle: You live in a one story house made entirely of redwood. What color would the stairs be?
Answer: What stairs? You live in a one-story house.
Riddle: A boy was at a carnival and went to a booth where a man said to the boy, "If I write your exact weight on this piece of paper then you have to give me \$50, but if I cannot, I will pay you \$50." The boy looked around and saw no scale so he agrees, thinking no matter what the carny writes he'll just say he weighs more or less. In the end the boy ended up paying the man \$50. How did the man win the bet?
Answer: The man did exactly as he said he would and wrote "your exact weight" on the paper.
Riddle: What comes once in a minute, twice in a moment, but never in a thousand years?
Riddle: What has 88 keys, but can't even open a single door?
Riddle: What is more useful when it is broken?
Riddle: Samuel was out for a walk when it started to rain. He did not have an umbrella and he wasn't wearing a hat. His clothes were soaked, yet not a single hair on his head got wet. How could this happen?
Riddle: Re-arrange the letters, O O U S W T D N E J R, to spell just one word. What is it?
Riddle: Two fathers and two sons went fishing one day. They were there the whole day and only caught 3 fish. One father said, that is enough for all of us, we will have one each. How can this be possible?
Answer: There was the father, his son, and his son's son. This equals 2 fathers and 2 sons for a total of 3!
Riddle: My life can be measured in hours, I serve by being devoured. Thin, I am quick. Fat, I am slow. Wind is my foe. What am I?
Riddle: What can point in every direction but can't reach the destination by itself?
Riddle: What is black when you buy it, red when you use it, and gray when you throw it away?