What happened when the wheel was invented?

The Little ant seems to be always confused. Do you know why?

Three men in a cafe order a meal the total cost of which is $15. They each contribute $5. The waiter takes the money to the chef who recognises the three as friends and asks the waiter to return $5 to the men.

The waiter is not only poor at mathematics but dishonest and instead of going to the trouble of splitting the $5 between the three he simply gives them $1 each and pockets the remaining $2 for himself.

Now, each of the men effectively paid $4, the total paid is therefore $12. Add the $2 in the waiters pocket and this comes to $14. Where has the other $1 gone from the original $15?

A dead body is found outside a multi-story multinational company. The case is reported and a homicide detective is called on the crime scene.

He looks at the body and then towards the building. From the position of the body, it is evident that the victim committed suicide. He goes to the first floor of the building and then walks in the direction of the dead body, opens the window and toss a coin in the air.

He goes to second floor and again repeats the process. He keeps doing this till he is done on all the floors. Then he returns back to the floor and tells his team that it is a murder.

How in heaven did he deduce that?

I am quite hot but become too cold if you remove the first two letters. What am I?

What word is pronounced the same if you take away four of its five letters?

A boy was at a carnival and went to a booth where a man said to the boy, "If I write your exact weight on this piece of paper then you have to give me $50, but if I cannot, I will pay you $50." The boy looked around and saw no scale so he agrees, thinking no matter what the carny writes he'll just say he weighs more or less. In the end the boy ended up paying the man $50. How did the man win the bet?

Jessica is telling her friends this story and asks them to guess if it’s the truth or a lie: “There was a man sitting in a house at night that had no lights on at all. There was no lamp, no candle, and no other source of light. Yet, he sat in the house and read his book happily.” Her friends say she’s lying, but Jessica corrects them and says she’s telling the truth. Jessica’s story is true—but how?

What number does the below three word/phrase identify and why?
1. Deck
2. Year
3. Singing in the Rain

Can you arrange four 9's and use at most 2 math symbols, to make the total 100?