Check out the home made gear forums and for a little bit of money you can make a hammock. Try it, and after hanging in one for a night or two a lot more of this will make sense. Better to get that experience for $10-$20.
Barring that, I think that the Speer or TrekLight/Eno-type's are easier to morph into whatever you want. I suggest that you get a double sized one if you get the TrekLight or Eno. The Speer hammocks come with the velcro already on them so you can add a bug net (included) and underquilt.
I started with a HH Scout, then bought an inexpensive jungle hammock on EBay (from Viet Nam). Then I bought a TrekLight double. I'm still planning on making my own soon since there are features that each kind have that I like but no one brand has everything I want. I want the double bottom that the Claytor has, the feel and size of my TrekLight double, the bug net that the Speer has, and I will use the ring buckles for the suspension. Like I said, it may be easier to just start out making your own
. I do seriously recommend a nice large tarp for whatever hammock you get. It makes all the difference between the hammock and a tent to have room to move around under the tarp.
Edited to add:
Yeah, come to the hang-out the last weekend of this month. I'll be there, as will several others with various setups. There are several of us hangers here in Nashville. Welcome to the group! I'll have all three of my hammocks there, neo will have his claytor along with the same type jungle hammock I have.