I will have to admit that I was scared sh*tless at first. I felt like a shaven ape in a dress and pretty much looked like one too, but I knew that the hormones and laser treatments were already helping, and eventually I'd have to own my female presentation.
The first time I found the courage to even go out my front door was probably a week or two after starting E. That day my wife had a lot of groceries to unload from the car and needed help, so out the door I went in a cute studded black skirt. I started opening the curtains in my den and hanging out with my wife on my front porch that week as well, so neighbors could start seeing me.
The next weekend my wife drive me around town in full girl mode. I never got out of the car, but it was quite liberating. Nobody looked at me funny like I had expected.
The week after that, my therapist double dog dared me to show up in girl mode. I was nervous as all hell, but her office is in West Hollywood. I don't think anyone there cares if there's a guy in a dress. If people there batted eyes every time they saw something out of the ordinary, all anyone would ever do would be eye batting.
The following weekend my wife and I spent the weekend in San Diego. I took both girl and guy clothes, but left the house in a black dress. That night was my first night out as the real me. I was super nervous and my mannerisms were quite affected, I was clocked right and left and one a*hole at the hotel bar even thought it would be great to stare, point and laugh. We went out for dinner that night with two other transwomen at a gay-friendly restaurant where transfolk were very welcome. The next night we went out to dinner at a busy steakhouse where I got more funny looks. It was the first time I used the ladies' room. No big deal, actually.
After that weekend, I began to venture out occasionally, starting with restaurants that I didn't go to often and at which I wouldn't be recognized. It got easier every time, and my feminine mannerisms and voice began to really shine through. I was PASSING. I started to really hate guy clothes at that point and my growing breasts started to poke through my shirts. I felt much more comfy in girl clothes in public at that point and decided to try going full time to see if it was even a possibility. I never wore male clothes again after only 8 weeks of E and 2 laser sessions, then came out via facebook.