So a good friend of mine is very much into Lolita, and as she knows about the little girl side of myself, she's offered to have me wear some of her clothes around her. Now, I know very well that cross-dressing is a "thing" for me, at least in my head, and that I eventually want to try it out just to confirm that I get the same feelings in real life as I do in my head. However, I got really flustered when we started talking about this over the phone, as if knowing that actually wearing clothes like that around someone else could very well happen within the next few weeks just kinda overloaded my mind. It was too much for me to handle, so I told her that I needed to think some things over before deciding on anything concrete. In truth, I'm not too much into Lolita (I'm a firm believer in simplicity being the cutest quality in clothing, and the outfits I've seen her wear are nowhere near simple), so I don't know how willing I'd be to just jump straight to wearing that kind of thing...I feel like I need to test the water first, like dip my toe in before diving. I feel like I'm rambling at this point, so here's the point: What's a good first step in deciding to cross-dress around another person? To help with my mental image without shaving anything, would knee-socks be all that helpful in covering up leg hair? Any other advice you can give for a first timer? Thanks in advance.