I told my wife with in a week of meeting her about my dressing. I will admit that when we first met all I wore was lingerie, now I am wearing women's jeans and shirts and dresses with high heels.
Last week we drove around 100 miles to shopping in a larger city. We had a great time even though we didn't find much.
My wife was fine with me wearing my women's jeans and shirt along with my panties. We had a discussion about she would be horrified if I got in a car wreck and they found out the type of clothing I was wearing.
The part that really confuses me is, that when we were in Payless I wanted to get a pair of flats. I knew what size I needed so there was really no need to try them on. After I picked out the ones I wanted, she asked me "Wasn't I going to try them on to make sure they fit?"
On the way home I asked her why she was fine with me trying on women's shoes in public, but would be horrified if I was in a crash and someone saw my panties. She didn't have an answer for me, because she really didn't know why.
She has always been supportive, even though she isn't thrilled with my dressing and I love her for that. It just seems that her attitude changes sometimes daily.