Tricky horse

Question: A horse jumps over a castle and lands on a man, then the man disappears. How was this possible?

Question: During what month do people sleep the least?

Question: When is 99 more than 100?

Question: I'm simple for a few people But hard for them to hear I live inside of secrets I bring people's worst fears What am I?

Question: There is a 5 gallon and a 3 gallon box. You also have a hose with unlimited water. How are you gonna make the 5 gallon have 4 gallons using your items? (You do not know the exact measure measurements of a gallon)

Question: A town builds a bridge, but this bridge can only hold three people at a time or it will collapse. One night, a baker, a flourist and a butcher go on the bridge, and it collapses. Why did it collapse?