Allyson,
A couple hard truths.
1) Do not tell them you communicated online with ex-JW's. That will be a big red flag.
2) JW's are a nice and friendly community, but you ave no idea how closed off, simple minded, and judgmental the leadership requires these otherwise very nice and kind people to be.
3) Once discovered by the mass of the congregation as a transgender, you will most likely experience some sort of phobia and maybe worse.
4) WHY, are you studying with a fundamentalist religion considering your background? Are you in an area without the support of a strong LGBTQ community? Have you critically researched the teachings of JW's around Blood, Child abuse, 1914 and their exclusive appointment before God, and disfellowshipping/shunning? You should. PM me if you would like to speak further.