My hair is military short and a sport a nearly trimmed goatee. My wife adores both, and was not a fan of the result when I explored growing out my hair. I also love my short hair which I have had since high school. The low maintenance of the style being the most appealing aspect.
That being said, neither prevents me from wearing the clothes that I find most comfortable. My preference is dresses and skirts. And aside from work, that is my usual attire. I also do not mask that I am a man.
You are much more secure,or brave than I am,thank you