I like to gamble my money on the outcome of events to win money.
I can understand reasons of doing that you don't get scared of loosing all your money at times? 
Yes, especially on slot machines. They are known as one arm bandits because they have the ability to leave you in debt.
I heard I would cry I watch this gambling show where many people visit slot machines and loose thousands of dollars from those. 
Yes, but some games are regulated, so I wouldn't worry. Like in the UK, gambling is regulated by the Gambling Commission.
Why is it regulated, I stay in Florida so my city have a lot of fish rooms around the city I went once and lost my money never been back lol.
Sometimes the activity has been permitted by law, in these cases people call it "gaming" instead of "gambling".
So that is why they change the name on a lot of the fish game rooms here I know police has shut down many of the game rooms here in our city. I just would hate to leave out of there broke so I will pass.
Well I mainly bet on immediate outcomes, like rolling dice and the roulette wheel. I usually find the odds in my favor.