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

A man who was outside in the rain without an umbrella or hat didn’t get a single hair on his head wet. Why?

They came out at night, without being called.
They lost at day, without being stolen.
Who are they?

John named his first son Alpha, second Beta, third Charlie and fourth Delta. What is the fifth son's name?

Once upon a time, there was a castle on a square island. The entire island was surrounded by a 14m wide trench. The Romans had wanted to invade the castle and had brought a few wooden planks along with them to facilitate themselves in crossing the moat. The planks were however found to be only 13m long.

The Romans still managed to cross the trench. How did they do it?

There is something which you can be arrested for attempting but not for successfully completing.

The first person saw the bridge step on it and crossed,
the second person saw the bridge did not step on it but crossed,
the third person did not see the bridge did not step on it but crossed.
Who are these people?

Can you figure out the logic I used to decide the order of the following words:
gun, shoe, spree, door, hive, kicks, heaven, gate, line, den

I am first found in caves, now prolific online; I am a depiction, a drawing, a symbol, or sign. I will convey whichever mood you could wish; or for that matter, a fist, flask, or fish. What am I?

Two friends were betting. One said to the other, "The coin will be flipped twenty times and each time the coin lands on the head, I will give you $2 and each time it lands on the tale, you will give me $3." After flipping the coin twenty times not a single penny was exchanged among them.

How many times did the coin land on heads?