I can fully sympathize with over-thinking things. Except in my case I tend to trust my thoughts since it also enable me to make to make the big $$$. The only hitch is thinking or knowing what to do about ME never tended to work out good. I suspect because I was NEVER really really trying to be me, untill the last 4 years.
Untill then I relied on my best friends, Distractions, Diversions, and Denial when it came to me and my deep down shameful and guilty feelings. Wierd since back in my early 20's I twice experimented with transitioning. Twice I said it's not for me. (Actually I wasn't up to the task for a host of physical and emotional baggage reasons)
Although, if you go by Peky's test, I would score big time affirmative on the transgender, even transsexual, for the longest time, decades, I opted to push thru. I tried, and failed my transition testing. So what changed? The excrement hitting the air handler once more, big time. I was forced to take a good long hard look at my life and actually really think about it.
What really turned my life around was finding a TG support group. For me local was some 90 miles away. I had avoided any group in the past because most were CD focused. This one had mainly TS's making up the core. I was totally unprepared for the feelings I experienced being in a living room hearing others share almost the exact same life as my own.
Back to more thinking... By the third meeting I knew I had to be there. I also knew my old friends of Distractions, Diversions and Denial were not my friends.
Four years later all I know for sure (which is no real news) is that I am trans. I also achieved my life long dream of being seen as and accepted as a woman. I still have no clear feel as to whether I NEED to do that all the time. Yet part-time also takes it toll. Transitioning, especially at this point in my life, may bear a cost I cannot afford. Yet, what is the cost to my life if I don't?
Only I can ultimately answer those questions. Just as only you can answer yours. Going to group helps me a lot. Seeing a regular therapist for all my baggage helped. Now being able to see a gender therapist is helping. As well as helping bring out more questions, more thinking.