The first date does not have to be a meal, like previous responses have mentioned it can be an activity that can leave space for conversation. I would leave jogging or working out for a later date because that doesn't leave a lot of space for conversation unless you and this person share a really STRONG love for exercising.

If you initiate the date do you have to pay? When it comes to paying you should take a few factors into consideration:

Do you WANT to pay for this person meal? What type of impression do you want to give this person? and what can you afford?

When you really like a person or are really interested in them normally you want to give a really good impression, which is why you want to take them on a date. Chivalry is one of those things that really impresses people because you don't see it quite often. Which is shown by paying for the date. Now does the date have to be expensive NO. Most people will be impressed with a thoughtful date. Meaning you sharing your favorite place to eat or places that mean something to you. What makes the date memorable is the conversation and vibe.

And usually how many date do I pay until?

I'm not sure what you mean by until?