Though I have a different orientation than you, my experience was similar. I wasn't aware at that age of being trans, but, in hindsight, it certainly affected my dating abilities and success (or lack thereof). I didn't lose my virginity until I was 30.
I was only attracted to girls, but I simply couldn't figure out dating as a guy. Everyone else seemed to know what to do; why didn't I? I eventually got some support group therapy and figured it out enough to get married. But I still felt like a stranger to the whole process. I didn't have the brain wiring to be a guy, and I didn't have the socialization to be a girl.
I can't imagine dating as trans. It must be terribly difficult. It probably will be better once you transition.