As some of you know, I've been cross-dressing in private for a while now. For a while, I've had an inescapable thought: I've been wanting to try going out in public dressed as a woman.
Why? I don't know. I think it's just wanting to let this side of myself out, even if I have no plans of 'coming out' to anyone at this time. I'd just like to see this side of myself acknowledged and accepted. (I'm not planning to go full sissy or anything, just a regular woman).
Here's the deal: for the next few weeks, I'll have free weekends and an empty house to use as a home base. I was planning to get the necessary supplies this coming weekend and go out the next. Nothing too elaborate; I'm probably just going to go get coffee and maybe go for a walk. It's cold out, so I can get away with being covered up.
I need advice, though, and I know there are a few dressers on this board. Is it worth the risk, being in a pretty conservative area (but still big enough that I could blend in and not run into anyone I know)? What sort of stuff/preparations do I need to think about? Any general advice or encouragement?
I look forward to hearing your responses. Please be honest and let me know anything that could help. Thank you all!