I've already vastly exceeded the limited expectations that I had when I started. I mean, God, when I started HRT I weighed 270 lbs, had a hideously-masculine face, brow bossing, a big chin, a huge build, my hairline was receding, I hated my smile, I hated my body, and I seriously believed that although maybe I'd look female, probably just barely enough to pass. I never believed that I'd ever look pretty. The sheer amount of comments that I've gotten as I've feminized and lost weight have completely blown my mind.
With that said, though, at the same time, I guess I still really don't know whether I blend in or not. Because I've still only really gone out socially among the protection of other trans friends. So I still pretty much have no idea how the big bad cisgender world is going to treat me.