It can be a scary thing for us to ask our friends, and furthermore our families and coworkers, to use language that makes us feel acknowledged and accepted when, in a lot of cases, these people have never been asked to do this before.
There are plenty of men walking around in female bodies, and plenty of women walking around in male bodies. Should we be forced to transition just to be "affirmed," "recognized" and "respected" as belonging to the gender we identify with? Nope, not all of us should have to, and I probably won't.
With incorrect, offensive, or downright transphobic phrases like "man in a dress," "male-to-female transsexual," "he calls himself Brandi," or, likely the most offensive of them all, "he-she," mainstream media simply cannot get it right.