Wow. Thanks for all the replies, everyone, and thanks for the ego boost, Jess.
Ok this may take awhile, so bear with me and I apologize for a wall of ramblings that may make no sense.
Since starting this thread, I have learned a lot both about myself and where I'm at right now. And it's friggin fantastic!
I figured out that the shame I feel about my own sexuality is due to the sexism and slut shaming I experienced when I was perceived as female. I didn't realize it was happening at the time, but there is a double standard and that combined with the attitude toward sex in my family (which is difficult to describe here) caused me develop feelings of shame. They're now lessening and I'm developing what I consider to be a better attitude about it.
I learned and am accepting that, yeah, I do like sex and there is nothing wrong with that. If I had been a cis guy, no one would have ever judged me as a slut for it and the fact that there is a double standard should make the people who enforce it ashamed, not women. The problem isn't sex. The problem is the attitude towards women and they're worth. Like I was reading an article (trying to figure this out) that claimed women should wait to have sex because otherwise men would have no reason to treat them well. Seriously, wtf? That made me so mad. Sorry I'm rambling, but I hope I got what I'm trying to say across.
I learned that I am, in fact, ready to be in a relationship. I was worried I'd be unhealthy and stuff, but nope. I'm just as healthy as I was when I got into it. Maybe even more healthy.
This time around, I'm being the real me and enjoying the heck out of it. I know exactly what I have to offer and I know how valuable I am. It's a really empowering feeling. Other people also recognize what I have to offer and consider it valuable.
I feel like this is a new chapter (sorry to use a cliche).
I still don't always know what I'm doing, but we're working it out. I've been honest about my insecurities with him and explained how this is the first time I've been a boyfriend and wasn't playing a part I don't want. So far so good I think. We're both kind of testing the waters so to speak and learning about each other,
We're both being open and honest about what we want out of this relationship. I want to be who I am, like who I am, have my path, and be responsible for my happiness and my self and I want him to be who he is, like who he is, have his path, and be responsible for his happiness and his self, but to be able to have these things together. He tells me he wants the same thing.