Thank you for the advice everyone! ^•^
@Erin S
It's good to compare experiences so that we know who we are and what to do in certain situations.

@Pianoandpage
Me and my dad usually have a very mutually respectful relationship, so it's not as difficult to talk to him about these types of things. Also, for me...I don't exactly see what Im doing as "brave" per say (although it could be, hmmm...), I would just rather do this so that he understands fully what's going on, and so he can support me in this if he wants to (emotionally and such). Thank you for the compliment though about being brave, I guess I am a little bit.
In all of our previous conversations I've found it extremely difficult to express that I'm female inside...parents a prone to questioning their children (aka, how do you know?). For me it's also slightly embarrassing admitting these thoughts and feelings, just because typically being feminine is looked down on.
The biggest reason I decided to be so up front and honest...because most people have serious misconceptions about what it means to be transgender. So instead of letting my dad stew with worry and anxiety about things that probably never will come to pass, I'd rather solve the misconceptions. It takes them awhile until you can actually talk to them in a reasonable way, you just have to wait for the initial "shock and panic" to fade a bit. By no means was this a fast process, it probably took about five months. The key point is to get them to read some reliable information on trans* people, this is crucial before you have any serious discussion with them (well, assuming you can get them to read it).
After all that...I still don't have a clue what's going to happen, it could go either way...
Thank you all for your support/replies. I will be sure to tell you how it went.
-Sky