coming out?

I was chatting with a friend, and to cut a long story short, she wants me to dress up as a girl. I’m not entirely certain if she’s serious about it, but I see this opportunity as a chance to open up. Nobody is aware that I cross-dress, and besides, I don’t have the funds for such an endeavor right now. Should she be the first person to know about my cross-dressing habits, or should I just roll with the fun of it?