I got caught by my first wife
My second wife I told her of my love of lingerie from day #1. Within a couple of weeks of meeting her, I told her that I enjoyed wearing lingerie. She had the normal questions, gay? want to transitition to female? how long? why? After our initial talk about me wearing lingerie, we didn't talk for a couple days. I wanted her to have her time to think about what I told her. When we talked again she didn't have a problem with it.
I knew I wanted to be honest from the beginning and I knew it was a risk, but from the first time of holding her I knew she was the one I wanted to spend the rest of my life with.
I got very lucky that she was accepting of my crossdressing. Since we met, my crossdressing has grown beyond lingerie. With each new thing I would talk with my wife to make sure she was okay with it. We came up with some ground rules and I try to follow them as best as I can. No dressing every day of the week. No dressing on major holidays. No dressing on her birthday. And no dressing on our anniversary. She married a man, and she still wants to see me as a man, but has accepted that I am who I am and I won't change.
