I'll tell what I've done.
I initially told her because at the time I was thinking of doing stand-up comedy completely en femme. I later joined a CD/TG 80's cover band.
So she's seen fully dressed three times, last time we actually went out to some stores.
She's bought me a few black dresses, hose, and makeup.
She's done my makeup once.
But she doesn't want me shaving my legs.
Its easier for me to text her about my CDing than in person.
Only thing she knew before we got married was my love of high heels.
Just go with what feels right.
And definitely don't force anything.
