If you do not pass will you be comfortable being stared at, pointed at, laughed at, ect.. ?
If you pass and someone finds out and thinks you deceived them and becomes abusive and or violent are you prepared to deal with this ?
If you are of the age where you want children are you OK with adoption if you want your own family or will you save your sperm and than transition and try to explain to your child ?
If you voice is deep you will likely never have a passable voice. Is this OK ?
Are you OK with the health risks that taking synthetic hormones for the rest of your life pose ?
Are you prepared to have your career negatively impacted regardless of how many laws are in place to supposedly protect you?
Are you prepared to be socially isolated by those who do not except trans people ?
If you attend church, does the church accept trans people or are you prepared to find one that does ?
Will your family continue to associate with you?
Are you prepared to lose a significant amount of physical strength no matter how much time you spend working out?
You will experience very little breast growth in proportion to your size so to appear proportional you will likely need breast implants to balance your frame/shoulders against your breast size unless you can accept what otherwise is referred to as man boobs
If you do not get SRS but do have breast implants will you experience dissonance seeing yourself with breasts and a penis?
Do you have 100K available to transition?
Can you handle social rejection at any and all levels?
Are you prepared to have your dignity and privacy stripped away through the many medical procedures along with the "Mind Probe" of therapy?
Here is some good news if you do end up getting SRS . Now they do not require electrolysis on your scrotum to perform SRS. Is life not getting wonderful for transsexuals?
If you are over weight or smoke or have any health issues such as diabetes/high blood pressure this increases the possibility of complications related to taking hormones/blockers. Are you willing to risk death to transition ?
My advice is always the same. Do not transition unless your life depends on it. Unless it is a life or death decision. Because it is.