Megan, I am the organizer of a crossdressing Meetup group here in the Denver area, and I can tell you that I and the other group members do our best to help ladies like you feel welcome. Most groups will be happy to see you whether you're in drab or en femme, and we provide an open environment where people like you can share experiences and get your questions answered. And of course, confidentiality is our #1 watchword! Before becoming the organizer of the group, I enjoyed coming to the meetings just as a participant, as it helped me feel more "grounded" as my femmeself. Of course, now, I'm pleased to be able to help my sisters feel the same way as I do!
You might consult Meetup for crossdressing support groups in your area. I do recommend it!
- Amy