Make sure nobody you know is around. But don’t approach people on the streets or harass somebody who doesn’t want to be talked to. Best is to go to a place where people are likely to want to start conversations with you such as a bar or at a party. I suggest you open the conversation about something totally different (sports if you want) and then subtly push it in a direction so you can say that you like to cross dress. This may require several attempts before you get a good opportunity.
Be relaxed and natural about it, as if you’re telling them you’re telling them you like going to the cinema once in a while. Just mention it in passing if you want and only if they make a big deal of it, then ask them why they’re making such a fuss.
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