I had no freakin' clue how I'd end up looking, to be honest. I figured worst-case that I'd just end up having surgeries until I was there.
When I started on estrogen, I still wasn't even keen on transitioning. I was just waiting for an outcome. If it didn't work, I would have been frankly quite relieved that I wouldn't have to go through this process and see what the transsexual wrecking ball would take out of my life. Let's face it, I looked like a shaven ape in a dress.
Of course, estrogen was the magic bullet for me, as I found out about 2 hours later. A few weeks later I just felt so feminine inside that I never wanted to present male again. Did I really look that different? Not really. My hair was still a bit thin up top, I only had 2 laser sessions under my belt, my guy muscles were pretty obvious and my demeanor was still off. I went full time long before male fail, but I took that opportunity as a sort of baptism by fire, forced immersion or sink-or-swim kind of thing. If I could present myself as female then and be accepted as such, then it would be no problem later on and getting through the growing pains very early in transition felt right.
Well, a year later, still no surgery and I think I'm doing pretty well. People stopped double-taking me months ago and I didn't even get clocked by a drag queen over the weekend.