I used to not to, because, when I lived in Florida, I was under 18, and for minors, there is no doctor-patient confidentiality there. But now that I'm in Michigan, away from my family, I'm opening up. For nearly 4 years, I kept everything under lock and key, now my doctors know everything. Which could also be part of the reason why I'm being gatekept; like when I tell them when I'm dressing up I have unwanted erections (I think it's just my body's reaction to not wanting to be in panties) which for some may consider that dressing as a woman arouses me (not true as a whole, it's an unwanted arousal, and doesn't always happen) which, I guess, somehow signals that I'm not trans enough or something.
Looking back on it, if you think you may be gatekept, maybe it's a better idea to stay quiet on some things.