I've written a few times about the challenges my wife has had with my crossdressing. She's generally OK with the clothes and sort of with the makeup, but the wig was an absolute non-starter. She just couldn't look at me in it. With that, she still encouraged me to go out and have fun, but all along I've had the hope that someday she'd be willing to go out with me. Now, it looks like that may be a possibility and even in the relatively near future!
What changed for her? I'm not totally sure, but it may be a a few things. Maybe it's just been time and things are becoming a bit more 'normal' for her. She also said that I wasn't playing fair by meeting interesting people that she would also like to meet.
My wife was recently out of town for two weeks with my daughter. While there she got to hear about my trip out with a friend (here) and my one unpleasant outing (here) and was very supportive. She got back just in time for my regular monthly night out last night. She was helping me with one of the more difficult aspects of getting ready (shaving my back ) when she said that she'd like to go out and meet some people with me. I said "With me dressed?" When she said "Yes" my jaw just about hit the floor. She also said she want's to do it soon since it'll be a lot more difficult after the new baby arrives in September and she'd rather get it over with soon so she doesn't give herself more excuses to put it off.
After discussing that we wouldn't want to set something up with others and have her lose her nerve at the last moment when she sees the wig go on she made another surprising suggestion. She said I should just try and get home early from work on a day when my daughter is in school and dress up for her! Sounds great and I can't wait!
I love my wife! What a big change. We'll see how it goes.