When I first knew of my gender issues, I bought some jewelry with the trans triangle in the pendants, but only wore them on neckless's under my shirt..
I wanted to talk to my wife about trans stuff, but chickened out at first..
So I started leaving my jewelry out on the kitchen counter at night..
Sure enough it started the ball rolling, and everything she already seemed to know anyway, so I was scared for nothing it seems...
Sounds like you have a similar idea..