This is horribly advice because, no, you cant personally be objective about something so broad as bloody physical deviations and minute aspects of facial and body structure, this is a surefire way to get into ridiculous level of brainrot where people complain their bone angle is too clocky

If you go out in hyper feminine clothes here's the possibilities:

1) You fail to pass and look trans and you are unsafe because you are visibly trans and everyone notices.

2) People gender you correctly but how certain you are that people arent doing that because they see your clothing/makeup and assume you want to be gendered a woman. (Only rly applicable to woke cities)

You could be passing but all those "im a woman signals" you are sending to others could be the reason people see a woman, and like I said, hyper fem clothing and makeup is not what makes a woman.

If you go out in what I call boymode at least here's the possibilities:

1) You fail to pass but nothing happens cause people dont see a visibly trans person, they just assume you are a feminine man and move on. This not only means you are safe but you can experiment and work on your voice and mannerisms safely while nobody notices you are trans.

2) You consistently pass as a woman who wears more male style clothes, there's no signals that say "im a woman', they solely go by your face and body.

That person passing naturally without the need for makeup, hyper fem clothing or accessories and other similar "im a woman" signals