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No idea on wearing em only can give general advice that's probably already obvious. Backups and mental preparation.
Try them at home or even wearing them to bed a few times to get used to them before taking them out.
When you do take em out wear something over them that could survive on it's own if worst comes to worst.
As for questions on op's gender. Could be a trap or crossdresser for all it matters, they gave a good dump so get some more dump and answers in response.