Have patience.

In 2006 I stopped repressing everything, decided I wanted to transition, and came out to all my friends and some family. But I was living with my parents, and I was afraid they'd react negatively and kick me out. So for quite a few years after that, I was stuck in a rut, depressed, trying to figure out a way to go to college and get the heck outta there. And in all that time, I was still afraid and tried keeping it under wraps as much as I could. But I coped by incorporating little things. Earrings, growing my hair out, carrying a small 'travel bag' as a purse, getting effeminate guy clothes. It can be scary though, and a bit heartbreaking. When I came home from a halloween event the next morning, still dressed as a 'sexy witch', my mom said I looked pretty and took a picture of me and proceeded to help me with removing my make-up. It almost made me cry, because I couldn't tell her anything. And then there were other little things like my mom asking to borrow earrings from me sometimes. I think she knew, on some level, because when I came out to my sister she mentioned that mom had discovered a purse or something in my room and didn't really know what to make of it. So living in fear and skirting around everything was hard. But in the end, my parents were amazingly fine with it, so now I kinda kick myself for not telling them sooner. xD
Another thing I did was spend a lot of time in Second Life (and various MMORPG's), dressing up an avatar and interacting with other people as a woman. For a virtual environment, the interactions can certainly feel real. I've learned just how sexist, sex-crazed, conceited, and a$$holish men can be. -_- Still a good not-quite-so-real-life experience though.
Also, I almost forgot to mention, don't be daunted by transitioning costs! I was at first but started with therapy. It ended up being cheaper than I thought it'd be, and that trend has thankfully continued through laser and HRT.