I began my cross dressing with my mother’s clothes, which at age 10 were way too big for me. Mom caught on in my teens and never said a word to me.
I’ve been married 37 years, but my wife is only 5’2 and most of her stuff too small. I have a good collection of my own dresses and such, so I don’t need to borrow. I lived full time as Donna for many years so she is very aware of my feminine side. I wear pantyhose under shorts when I’m with her but she doesn’t really care for the “Donna” thing too much. We’ve both made compromises over the years.