Hey Wendy,
We are really a critical lot us TS, we judge ourselves constantly on the journey to the "Holy Grail" which is passing.
Before I went full time, I used to go once a week to a support group meeting, it was my one real opportunity to dress up, be me and go have social contact with other people like me, or so I thought!
To put it mildly (without offending anyone), I actually didnt like there company, what I saw was a mixture of stereotypical crossdressers (fishnets, high heels, loads of make up) and TS in various stages of transition, starting out, full time, but interestingly NO post ops. I saw a great deal of badly fitting wigs, ill fitting clothes and poorly applied make up!
One of the reasons I stopped going is they where very critical of each others appearance (which Renate has mentioned allready).
A key point about "passing" is that it is not just about looks, but also about appearance, voice, mannerisms, deportment and a great deal of confidence. Many times in the early stages of my transition, I would automatically assume someone had read me, if they just looked or came to talk to me. How wrong I was, as most of us are social creatures that human interaction and communication is part of everyday life.
What you need to understand is two things, firstly dont judge yourself against other people in those meetings, you are an individual, with your own style and beliefs.
Secondly, passing is in the eyes of other people, not you. Its the perception of others which determines how they see us and that truly is a combination of the things I mentioned above, including that confidence and lack of paranoia.
Everyday, I look in the mirror when I get ready and dont like what I see, by my standards I am NOT my vision of what a Woman looks like, but I have now lived stealth for 6 years, interact, work, play and socialize with hundreds of people, who see nothing more than a Woman.
The people you meet at your meeting are not the typical people you will meet everyday in real life. As I said, it is the perception of those who dont know you which will define how well you fit into your choosen role (I avoided the word passing as others as said, its your happiness which is the key point to remember)
Buffy