Okay, so about names. I had a different boy name picked out before I chose "Asher" and I went by that one for about... Three months. When I switched to the one I have now, I had a -lot- of people tell me that they liked the old name better, but what's important to me is that I like the name Asher. It's -your- name so choose whatever you're most comfortable with, don't worry about other people. I don't see a problem with the name Walter, if you like names from video game characters, go for it. I think the most important thing about a name is if you can picture people calling you that for the rest of your life, which is why it can be so hard to choose.
As far as stereotyping goes, I actually have the opposite problem with a lot of family members (and friends too actually), it's like they expect me to be super-macho "now that I'm a guy" and they're always telling me to cut my hair, or that I shouldn't straighten it because it's "more boyish" curly (I loathe it curly, I wouldn't if it were a lot longer but it has to get there first.) and they criticize the way I walk, and talk, and they tell me I should grow out my sideburns, and everything else. It really bugs me. So I'm not super masculine, I never claimed to be, I don't even want to be. I'm not going through all the trouble of transitioning so I can continue to be something I'm not. :/