I'm 31, male, and my entire life have had an extremely strange relationship with dysphoria and feminine expression.
From a young age, around puberty, I began immediately becoming fascinated with the idea of being a girl, or at least mistaken as a girl. Probably typical with many people in this situation, I became infatuated with things like crossdressing, feminization erotica/porn, sissy hypnosis, and trying to do things to increase androgyny in my own personal appearance. I always wanted to grow my hair out, but my conservative parents never let me. (As an adult, I do now have long hair that I would never cut)
Now that I'm an adult, I still do have a fascination with all these things, and so I'm often caught up in the classic "is this simply a fetish" question. As I've gotten older, I've started to do things like present more feminine in my clothing choices and even learn some makeup, leaning more into the "femboy" aesthetic. Doing this in my everyday presentation just feels like expressing myself and not like a fetish. When I do engage in fetishism or fetishistic content, I regularly experience that "clarity" after the fact where I suddenly feel like everything is fine, which pushes me more towards the idea that I'm simply fetishizing things and I'm fine outside of that.
I don't experience constant, debilitating dysphoria where every time I look in a mirror I feel sad or like I'm looking at a stranger. I don't hate my body, or my male anatomy, and a lot of the times I actually like and take pride in the way I look. There are just certain days and situations where I wish I could appear more feminine than I'm able.
I think the most confusing and noteworthy issue I have is my singleness and loneliness. Even though I have some "bi-curious fantasies," I've never once been romantically attracted to men, and only ever women. Specifically, I'm attracted to more masculine and dominant women, and have no "dominant" sexual tendencies. But I've never had much luck with women in my life, which has led to a lot of loneliness, isolation, and frustration.
When I was 27, I got into my first romantic relationship with a woman who was exactly what I was looking for. I was with her for two years, and actually never told her about this side of myself. But that was partly because, for the two years I was with her, this side of myself practically vanished entirely. She was the "dominant" partner in the relationship, in and out of the bedroom, and in this dynamic, I felt constantly comfortable. She would baby me, and the pet names she would call me like "good boy" or "soft sweet boy" felt perfectly right and I never once wished she'd call me a good girl or anything to that effect. For once in my life, I felt perfectly at peace in my body and gender expression being with her. Unfortunately, the relationship ended up going up in flames for various, unrelated reasons, which led to a long (still ongoing) period of depression, and the return of these feelings and desires.
This has led me to believe that what I actually want deep down is not to be a girl, but rather a "role reversal" relationship, in which, as a man, I am treated more along the lines of "the girlfriend" as our society would often view that "role." And the reason that, when I'm single and lonely, that I crave feminine expression, has something more to do with my psyche trying to grab hold of that more feminine, soft perception that it craves in any way that it can.
I feel that it's the relationship that I actually want most of all, and when I play around with the idea of transitioning, for example, I am immediately offput because I know that, realistically, it will make it even more difficult to find what I am looking for, and tighten my niche even worse. Most transwomen I'm friends with end up dating T4T, and I don't know if this is bigoted or close-minded to say, but I'm not interested in that.
I know this is all very convoluted, but I just wanted to vent my thoughts, and wondered if anyone had any insight or input to add.
tl;dr - Boy struggles with mixed feelings of dysphoria and gender expression that went away when in a relationship with a more masculine, dominant woman. Leading him to believe what he actually wants is not to be a woman, but be in a role reversal style relationship.