Heather you are really lucky.
I am an underdresser only - bra and panties every day and some of my sleepware is feminine. In winter I wear pantihose if it is really cold.
I would like to go futher than that but I choose not to push that boundary. I prefer to be accepted as just an underdresser. There are small changes for the better - such as lace and colours but a skirt or shoes would cross a line.
She is also OK with a single earring - a small stud - which I wear all the time, but more earrings would be a problem (I have three piercings in each ear).