I used to find it difficult somewhat. I was living very far away from my JW family so it did not come up very often. I treated it like the deepest darkest secret. Tried to muddle through holidays and b-days like I knew what I was doing LOL!!! And tried to get them to realize it truly was NOT personal when I forgot a birthday.
Now I'm involved very happily with an ex-jw. It's like sweet relief knowing I don't have to "hide" that kooky part of myself. That awkward-cuz-i-grew-up-in-a-cult part.
~B.