When 99 is considered higher than 100?

I am the largest in my family of fifty.
The youngest of our family lives separately from the rest of the family and so do I.
I am regarded as harsh and tough.
I am so large, you cut me in two equal halves,
each half would still be larger than the second largest member of the family.
Who am I?

I know there are two methods by using three time the same number with a plus(+) operator , you can make sum as 60.

One of them is 20+20+20.

whats the other way ?

A boy purchased a book from a bookkeeper and gave him $100.
The cost of the book is $50 but the bookkeeper has no change, so he gets the change from the next shop and returns the boy his $50.

After some time the next shopkeeper came with the $100 note and told the bookkeeper that the note was a fraud, so he took the money back.

How much loss did the bookkeeper face?

A man walked into a pub and went straight towards the Barman. He asked for a dirty martini from the Barman. The Barman thought something and then pulled out a pistol from his drawer and aimed it directly at the man. Why did he do that?

John replied, when asked how old he was. In 2 years he will be twice as old as he was five years ago.' How old is he ?

Three ants are sitting at the three corners of an equilateral triangle. Each ant starts randomly picks a direction and starts to move along the edge of the triangle. What is the probability that none of the ants collide?

What does it mean?

The horse jumps over the king.
Strangely there is absolutely no scratch on him.

Can anyone explain, how is this possible?

In an office's desk, you find a unique method that shows the current day of the month. Two numbered cubes are used to depict the current date.

Can you find out the numbers on both the cubes so that each date can be mentioned using them?

Please note that you have to use both the cubes to display any date. Thus the 1st day must be represented by 01 and so on.