Abigail,
I am kinda in the same boat as you, i.e. still trying to figure things out. And so far it has been taken me a long time (I am in my early to mid 50ies).
I remember as a teenager I used to fantasize about being a woman or wanting to know how it feels having breasts or wearing a dress, etc. While I always enjoyed these thoughts, I also always pushed them away as just some sexual fantasies and outwardly I tried to avoid anything feminine like the plague. For example, I wouldn't wear anything red or pink, or wear anything androgynous, like a shirt with a racerback or certain types of men's briefs without a fly. DOn't get me wrong, I would have really loved wearing these things, but also was afraid of inadvertently outing myself. I was also very interested in anything gender-bending or related to transsexualism (the term transgender didn't exist back then), like news, articles or certain movies (Tootsie, Rocky Horror Picture Show, Switch, Second Serve, etc to name a few) but was very careful not to show that interest to anybody.
After I got into the dating game (very late, already in my 20ies) lots of these things went away except for the occasional being a woman fantasy before falling asleep. Then I got married and for the first 10 years I continued like this.
Then in 2006 my interest in transgender issues resurfaced as did a need to crossdress. And these thoughts and crossdressing needs continued to intensify. It started with a bra, followed by a panty, then skirt, blouse, pumps, breast forms, jewelry, a bag, etc. It never was enough. I always considered myself a crossdresser, telling myself thanks god I am not transgender, since I would make a terribly ugly woman. I also started to let my hair grow out, I was hesitant to cut my fingernails, and I started to shave my body hair. At the same time keeping all the crossdressing secret from my wife took its toll until I finally came out to her last November and started therapy. I also joined a support group and went out in public for the first time with some of the folks there.
Now, I am still trying to figure out where on the trans spectrum I fit in. From the fact that I crossdress and enjoy doing it and enjoy being out as woman I conclude that I am transgender. I just don't know yet how far. Lately I am thinking about how wonderful it would be to start HRT, but then my male brain kicks in and tells me not to be stupid since HRT is the start of a slippery road. And my wife doesn't like the idea either. So for now I am experimenting as far as I can to see if I can find a clue that would indicate the HRT route isn't for me. So far I haven't fond any.
Hugs,
HM