What does it mean?

John was piloting a plane behind a car but was never able to overtake it. Why?

Take one out and scratch my head, I am now black but once was red. What am I?

A girl has as many brothers as sisters, but each brother has only half as many brothers as sisters. How many brothers and sisters are there in the family?

Why do we preferably have round manhole covers and not square ones?

A cat had three kittens: Snophy, Topsy and Jorden. What was the mother's name?

Replace each alphabet with the number (1-9) to make the below equation correct.

AB * C = DE - F = GH / I

A deaf and mute man goes to the train station. Tickets for the train are 50 cents each. The man goes to the ticket booth and hands the man inside just a dollar. The man in the booth hands him two tickets.

How did the man in the booth know to give him two tickets without even looking at him?

John needs to purchase 100 chocolates from three different shops and he has exactly 100 rupees to do that which he must spend entirely. He must buy at least 1 Chocolate from each shop.

The first shop is selling each chocolate at 5 paise, the second is selling at 1 rupee and the third is selling at 5 rupees.

How many chocolates should he buy from each shop?

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