Quote Originally Posted by nylon45 View Post
Failing that , maybe , I could say , I only want to wear Pantyhose/Stockings/Nylon and hope that works instead !
I think perhaps the best option to take, would be to introduce the topic gradually, such as by eventually introducing a crossdresser movie, or watching Rupaul's 'Drag race' TV show or something like it. Then mention something along the lines of, 'You know, I USED to crossdress too', and see how she takes that, the key words being 'USED TO', getting you off the hook if it's a completely negative response, you can always backtrack and deny that you do it anymore, and then decide if you wish to keep seeing her and remain in the closet to see if she changes her attitude over time, or if you need to jettison her from your life if she seems completely horrified at the idea. Or maybe somewhere in the middle, she may be okay with it but then say she wouldn't want to pursue anything romantic, but would still be interested in being your friend.