Please help! New to this.

Emma • married November 2015, TTC since December 2015.
I have made a doctors appt for the end of the month to discuss options with my doctor to help me get pregnant. My husband and I are healthy - no smoking or drinking, eat well, exercise, etc. my doctor had told me to wait around a year before coming back, but it's been 9 months and I am worried because I have painful ovulation and some cycles I ovulate around the 14th day and some I ovulate around the 21st day. I guess my questions are these...
1. Has anyone gotten positive opks but not actually ovulated after coming off BC? 
2. How much of a pain is it to get prescribed clomid, and around how much did it cost to get you to that point? 
3. Are there any great questions I need to ask my doctor from your own personal experience, and if so, what were they?