Better sooner than later, honey.
Drag (DRessing As a Girl) is very popular these days, and, as long as you go slowly, making sure it’s fun – have dress up evenings, go for a walk or shop together – I am sure you can make it work.
She is probably worried that she’s losing her man, so be sure to be that man as full on as possible to balance it out.
A pro makeover will really help your confidence, and going to a Drag show is a fun way to normalise the whole guy in a dress thing – the audience totally gets that they are watching a dude not exactly pretending to be a woman, but acting out a character. It’s a great form of self expression in my opinion!
Just my $0.02 – everyone here has their own dies and approaches, so find what works for you, try different things, but be patient and go slowly so as not to overwhelm her in the way these feelings that drive us to cross dress can overwhelm us!