In the past, when it was possible for me to occasionally be home alone, I tried on my wife's clothes (both undies, dresses, skirts, blouses, swim suits, etc. - all but shoes) but was never able to go out dressed in them. It felt great and I wish that it would be possible to go out in public dressed like that with her.
Since we have retired and don't have any separate activities which allow me to be home alone that has not been possible for a long time. We, however, frequently wear like casual clothes ("unisex" jeans, sweats, t-shirts, jackets, etc.) but that is not the same as wearing female styled clothing.
I have managed to gain a few minor private, but not public, quasi-female unisex items.
1. Jockey "for her" elancee cotton panties (mostly white - some colors and patterns) which she also wears.
2. Matching robes (unisex or plain feminine).
3. Matching unisex night shirts (night gowns) - and some plain feminine night gowns.
I would like to find a way to cross the barrier to more feminine with her.