When 99 is considered higher than 100?

A landlord calls both of his sons and tells them that their horses will now decide who will transfer the inheritance. He tells them to race along the land till the end and the one whose horse will be slower will win and be the heir to all the property.

Both of them keep wandering for days but to no result. Then they ask a wise man regarding it. The man advises them on the matter after which they jump on the horses and race as fast as they can till the end. Why did they do it?

What did the wise man say?

In the Wild West, you are challenged into a death match by two bounty hunters nicknamed Golden Revolver (GR) and Killer Boots (KB). You accept the challenge. None of you want to waste any of the bullet and so a certain rules are laid down:

1) All of you will shoot in a given order till the last man standing.
2) Each of you shoots only once upon his turn.
3) If any one of you is injured, the other two will finish him off with an iron rod.
4) The worst shooter of all (which is you) shoots first and the best one shoots at the last.

Now, how will you plan things if you know that you hit every third shot of yours, KB hits every second shot and GR hits every shot ?

In a guessing game, five friends had to guess the exact numbers of apples in a covered basket.
Friends guessed 22, 24, 29, 33, and 38, but none of the guesses was correct. The guesses were off by 1, 8, 6, 3, and 8 (in random order).

Can you determine the number of apples in a basket from this information?

In a boat, the father of a sailor's son is sitting with the son of the sailor. However, the sailor is not present on the boat.

Can this even be possible?

A man is found dead with a knife in his back When the investigation is done. A chair lays beside him and the forensic team finds moisture around the body.

If he committed suicide, how did he do it?

If you toss a coin 10 times and it lands heads up every time, what are the chances it will land heads up if you toss it again?

You visit a home for specially-abled children on the occasion of Christmas where you meet with 50 children. You have a box of chocolates containing 50 chocolates exactly.

What if you were asked to one chocolate to each child in a manner that one chocolate still remains in the box? Is it possible?

John Went to the nearby store in a Mall to buy something for her home. Below is the conversation between the two:

John: How much for the one?
Shopkeeper: It is $2
John: How much for the Eleven?
Shopkeeper: It is $4
John: How much for the Hundred?
Shopkeeper: It is $6.

What is John buying?

A boy and his father are caught in a traffic accident, and the father dies. Immediately the boy is rushed to a hospital, suffering from injuries. But the attending surgeon at the hospital, upon seeing the boy, says 'I cannot operate. This boy is my son.' How is this situation explained?