Riddle: How far can a man hike into the woods?
Answer: Halfway. Then after that, he would be walking out of the woods.
Riddle: No is to negative as yes is to...?
Answer: Affirmative If you said "Positive" you're wrong.
Riddle: What is worse than finding a worm in the apple you are eating?
Answer: Finding half a worm.
Riddle: I am something that the naughty boys use to draw on, girls write beautifully on the side, you have to clap my defeaters every day, and I stand dumbly as the young children cry. What am I?
Answer: A chalkboard. (When the young children cry, it means they are crying for a turn to write the answer and the defeaters are the erasers)
Riddle: I last for a day, I always am in the middle, and I have a name. What am I?
Answer: I'm Wednesday.
Riddle: I have four digits, I own a lot of cash money money, I'm kept a secret, but used on the daily. What am I?
Answer: Pin number.
Riddle: I'm alive and I die. When cut, I bleed I do not fear the seasons. I make my home above yet below the land. I'm a friend to man and beastie, yet hunted by both. My bones are always within sight. What am I?
Answer: A Tree.
Riddle: Where once there were many, now there are none. Time has done ticking; the hours are done. For now is an end, but also beginning, For darkest is now, but soon shall be thinning. What is it?
Answer: "Midnight" - Reasoning: The riddle is all about following something through to the end - a day. Once the day reaches its end, at midnight, when all the hours of the day are gone, right down to the last second, the clock resets. Thus, it marks both the end of a day and the beginning of a new one.
Riddle: Every country has one, though we are not the same. Waving to our citizens, throughout the wind and rain. What is it?
Answer: "A Flag" - Reasoning: Every country has a flag, to represent it, and as such no 2 countries flags are alike. As they tend to be flown up on flag poles, they wave in the wind.
Riddle: A light aloft alone in shadow, I light the way for paths you follow. What am I?
Answer: "Lampost" - Reasoning: Often, a street lampost will be a source of light above paths that are often travelled at night, hence it the reference to this lonely light guiding you on paths through the darkness.