Lol, I can totally relate. I'm in a similar situation.
I also can't ask my family, or anyone, to switch over pronouns for me. I chose a gender neutral name, and I made them switch over to that. I was often online as a guy, so I kinda knew that I liked male pronouns. But I didn't have that experience IRL until recently.
I've been going to several different LGBT club/groups, through my school or in the community. And those people there are the most accepting people ever. Even if you're just questioning. You could go to one of these support groups and people will call you "he". And at least for me, that first day when everyone in the room was calling me "he" for the first time, I nearly cried. I did cry on my way home. It was the most amazing thing ever for me. Nothing ever felt so right. I long for the day when everyone, strangers on the street, can call me "he".
But I feel like I look (or more like sound) too female right now to ask my family to switch pronouns. but when I start T, I will start making them.
I also did the whole coming out on facebook thing. I feel like it's a really indirect way to let everyone know. And then when changes start to happen, they will know why. And for the people I don't have on facebook like coworkers, I just figure if they ask me, "why is your voice lower?" I'll be like, "Oh, you didn't know? Yeah, I'm a transgendered guy, so I'm making my body match that." Or something along those lines. To blunt, but not making a big deal out of it at the same time. I'm not on T yet, so we'll see how well that works.