I've recently come back to dressing after a few years. One thing I've noticed is it's perhaps not as hard as say 20 years ago.
1. I can now buy girl clothes online instead of the embarrassment of buying in public.
2.When I go online I can go incognito so no other internet users can see what I'm up to.
3.I can pick up my online order for girl clothes from a local store in plain packaging rather than worry about other members of my family intercepting my delivery.
4. My credit card statement can only be viewed online by me as I choose not to receive paper statements in the mail.
5. I can access a wealth of information about cross dressing from sites like this one.
Now I'm not saying it's necessarily easy, but maybe if I couldn't have access to modern advantages like above, then maybe I would still be repressing my urges to cross dress.