I have been dating this girl for less than 2 weeks, and one of the first few nights I was at her house, she came in wearing a pink and black silk robe from Frederick's.
She said how comfortable it was, and said "You should try it on"! I really didn't know what to say, so I think I just blurted out OK!
I put it on and she was like "See, I told you it's so comfy!!" I really couldnt believe it was happening. To be honest, we have yet to talk about the fact that I am a cross dresser. Kinda weird, and maybe unbelievable, but a true story.
Hopefully next time we can move on to her other clothes!!