This is my opinion, others probably will disagree - I suggest NOT doing a lot of research. It might taint your opinions. It will take time, but be 100% honest with your therapist. I found when I finally got everything out I was a wreck and needed another session the next day. I wish I had the foresight to tell all. No matter how embarrassing or non-related you believe something is, it's important to tell the truth, the whole truth and don't lie (okay - nothing but the truth.)
The therapist is there to help and ask questions. Some of the most "AH-HA!" moments I've had was when my therapist asked some very benign questions. One was: Why did you come out to that person in particular. WHAM - a huge light bulb turned on for me about coming out to others.
But to answer your question "what questions should I be asking myself?" There are a bunch but at the end of the day "Will I be happier living as a Male/Female/something-in-between?" That is impossible to answer until later.
