I can definitely understand this, but only from an outsider looking in. I can certainly see that being the bearer of that secret is just too much for some. My ex has an identical relationship with her family and a few close friends. "We tell each other everything." Hence, I couldn't tell her until I was ready for everyone to know (not happened yet).
I really admire people raised in such an open environment - that would have been a great thing. It would be even greater if it reflected society as a whole. But even then, one of my friends/family saying, "Oh yeah, and by the way, Bob likes to lick my feet after a hard day" would still result in a, "Woe, TMI dude" reaction. Really, maybe that info should be distributed on a need-to-know-only basis.
Ask yourself though why you need to tell. It's not just to tell. All of the GGs here have made me appreciate a little more their need to know but why does your sister, mom or dad need to know? Surely they never randomly ask, "By the way, is Bob a cross dresser?"
I think the answer to the question of why you need to tell is because cross dressing upsets or disturbs you on a level way beyond just being secretive and you need to talk about it. You need their support. If you are truly open minded about this and see nothing wrong with it, then why would you tell? Amusement??? Polite chit chat???
The side issues that go along with this, selfishness, narcissism, deceipt can be talked about without full disclosure. "Bob is really upsetting me because he has more interest in his hobbies than me."
I think some hide behind the "I'm hurt that you didn't share this with me" line so that they don't have to face the truth that they're not as open minded as they think they are.:2c: