I told my mom about my crossdressing last night and it went incredibly well. She was glad I confided in her and let her know. Additionally, she was incredibly supportive, wanted to see pictures, and was happy that "I'd found my bliss"
I thought she knew more than she did based on plenty of obvious (to me) hints and the fact that I was caught as a kid. Topics dancing around crossdressing had also come up way to many times in casual conversation over the years for me to think it was coincidence, but she said she had no idea. She also said maybe she just wasn't as observant as I thought she might be.
I almost failed to get the courage to bring it up. She was in town for a few days returning our daughter to us after she had stayed with Nana during her week off from school. I took her to dinner alone while my wife watched the kids and about the time the check came I got the guts to tell her. Even though we had told the waitress "No dessert" we were talking so long we reconsidered a bit later and discussed quite a bit over some cheesecake. Between that, the ride home, and a quick stop at the grocery store and the drugstore, she had tons of questions and wanted to learn more. I think I answered them all pretty easily and ended up sending her home with a book on the topic so she could do a bit of reading.
It was a great night. It's nice to have someone else in the know and someone my wife can talk to. Mom also told me she's glad to have someone else to give away all her jewelry to since my sister doesn't wear anything.
Maybe the coolest thing of all was what she said to me after looking at a few of my pictures. On the picture below she said "Is that you?" I don't know if she could have paid me a bigger compliment.
To this one she said "You've got the best legs in the family!" I think the smile says it's pretty obvious I'd found some of my bliss as she suggested.
Now when she sees those shoes in my closet she won't have any more awkward questions for my balance challenged wife!
When we got home she got to talk to my wife a bit about it. She flew back home this morning but will be back in a few weeks. Who know's what will happen, but I have a sneaking suspicion she might some bearing gifts and istead of the typical purse for my wife and sweatshirt for me, I might get a purse too.
What a night!