how do you ask for 2nd cup?
And also when do you ask afterward or before everything started?

Most ladies will offer it depending on time left and the readeness of you.  You  might inquire before you meet, or at  the start of the session.

Normally, if she likes you, she'll offer.

how do you ask? straight forward? ie... "can we go second round?"  or more subtle..."do you sever 2nd cup?"  which one is better i dont want to offend the provider....

Yup, get right to the point. I usually ask, "Ready for round two?"

I've known providers that if you asked for coffee, they really would give you a cup of coffee...

Unless you are there for something other than servcces, that won't be the first sexual term you have used in the session, just be upfront and let them know that you like to both please and be pleased more than once.

If a lady can be multi-orgasmic, it should also be okay for the man to be, especially if he really tries to please her too, and THAT is the key to having a nice time in this hobby.  Try to make sure she has a better time than you do, and she'll usually take care of you in return.

I agree 100%.Making sure your provider is thoroughly pleased
is of the utmost importance.Very well said!!