Men do not know and cannot know what it feels like to be a woman. Anything they come up with is, by definition, a man’s conception of the alleged feeling and not a woman’s reality.
Women don’t “feel like” women, for one thing.
There have been many times when my ex tried to “prove” that I identify as a woman because I wear eyeliner (infrequently, at that) or have been seen in a dress.
But the way that I “present” is merely in service to getting by in the world. I can assure you that if I lived on a desert island, or even in a commune populated by women only, I would never send a blazer to a dry cleaner again.
Every person dresses to get by in the world, even as one person’s assessment of how to best do that differs from another’s. People wear clothes for reasons, whether those clothes are typical or atypical for their sex.
A woman might wear a suit because she’s on her way to a job interview and wearing a suit is expected to make a good impression on the hiring manager.
A woman might wear a dress because she has a date with a man and she has reason to believe he’ll find it attractive.
A woman might wear jeans and flannel because she values comfort over the attention of others, or because she wants to attract women rather than men, or because it’s cold, or because she’s on her way to work and will be crawling under cars.
What would be the point in dressing in a way other than in service to one’s goals or comfort?
Why wear a space suit on a date? Or a bikini to a welding job? Or cuff links to a mud wrestling match?
What does it mean when a man dresses in a way that actually sabotages his goals?
Why would a man spend precious time applying makeup and prosthetics, when doing so makes him less attractive to the heterosexual women he says he is attracted to? And less likely to find a job doing something he enjoys? And more likely to be harassed on the street?
That man would be dressing for himself. For his own gaze. For vanity. What else can this be called?
Dressing for one’s own pleasure at steep cost to one’s goals, social standing, comfort and safety is almost literally masturbation.
To do so daily, compulsively, with a sense of importance, and to demand that its importance be recognized by those with no stake in it, is a tremendous indulgence in vanity indeed.
Such a man dresses not because he actually knows what it feels like to be a woman, nor because it confers social advantage, nor because it’s the path of least resistance. What is left?
Autogynephilia. By definition, by tautology.
A man, dressing in a manner that he deems “womanly,” for his own (inescapably male) gaze.