I *think* that is pretty natural. For me, when I first admitted to myself what a part of me had known all along; really consciously admitted I was in the wrong body. At that point I really had a lot of introspection, looking back on my life as a male. I didn't do *too* badly... well, apart from that whole puberty thing. Oh, and being completely out of place all my life. That time I wanted a doll when my dad took me to the store and it really upset him. Oh, and always wanting to wear girl clothes... and wishing I had breasts, and that a particular unit was absent...
That's kind of how my mind went. It is a *huge* change to contemplate... and I don't think any of us can truly realize how far the journey will go or where it will end. I may never be able to afford bottom surgery, but I *do* know that presenting as female, interacting with the world as a woman, I finally feel "right". Of course, I'm nearly forty, and I've had a lot of experiences... and I know myself well enough to know that I'm not going to miss a certain unit when/if I can finally be rid of it.
But thinking about my kids, what it will mean to them that they never really had a "father" in the male sense, that my masculinity was a sham, a facade... wow. That hurt. Still does, in fact.
I can also identify with the "when sex is on the brain" thing... when I was younger, twenties and early thirties, I could make it. When pheromones and hormones were going and the passion was high, yeah, I could "be a man" successfully. That kept me thinking for a while that I could not possibly be trans.
All I can say is, work with a therapist, tell her or him about these questions and work it out. For a while in the transition, things will be reversible, but after a several months on AA's you'll be infertile. Your brain will start to change, and from what I've read it's irreversible, too. Transitioning is bad enough without having to go through it again to de-transition... best to be certain.
It's also possible you're somewhere in the middle between male and female, and you will need to work out exactly where you are comfortable.
Quote from: Jamie de la Rosa on October 09, 2013, 03:24:21 PM
Not sure what you define as "success" at being a man, but if it were me, I would be more worried about being my authentic self. I had some sort of male success and it didn't really help how I felt deep inside.
Yep... that's what I'm talking about.
And the sense of failure could just be the last vestiges of social programming. Males are taught all their life that to be female is to be weak. To cry is to be weak, because that acting "like a girl". To express your feelings="weak"="girl". To not be strong enough="weak"="girl", and it goes on and on. I never bought into that crap, I hated it, but it still had an effect on me.
If you determine that truly, you want to be a woman and that the tiny percentage of the time you spend having sex isn't enough to make you be happy being a man, chances are you are a woman inside.
To me, looking back on my "success" as a man is somewhat like looking back on a previous job, now. Did I really work as well as I could? Did I leave a lasting impact? What can I take from my experiences there into my new role?
The trick was, I think I did ok in that role, considering I was a poor match for the environment and I really wasn't qualified for the job. As a woman, I'm actually pretty damned proud of the job I did passing as a man.

*hug* You are certainly not alone.