I wouldn't want to take it that far either. The ID thing is sometimes problematic though. I choose not to care that people know that I'm trans here though, it's pretty obvious. I don't think it will even be all that much of a shock when I eventually do come out back home, most people there seem to think I'm a gay guy in denial.
I'm not sure what is the dream city, but I'm in Southern California, which may actually be more trans friendly than San Francisco these days.