Claire, DeeAnn has some very good advice. I did a quick look and there are 172 TGH members in Kentucky. So check them out, make some friends, and you never know, they will probably have some good thoughts and ideas. I also checked out our Local Places, and aside from the clothing, makeup, etc. places, I found the following links for you that might help support wise:
TransKentucky – https://transgenderheaven.com/places/transkentucky/
Bluegrass Belles – https://bgbhome.tripod.com/index.htm
Brenda Morris-Huntoon Psychological Associate, MA, LPA – https://transgenderheaven.com/places/brenda-morris-huntoon-psychological-associate-ma-lpa/
Mandala House – https://mandalalouisville.com/
PFLAG Louisville – https://transgenderheaven.com/places/pflag-louisville/
The Fairness Campaign – https://transgenderheaven.com/places/the-fairness-campaign/
Hugs, Michelle