Advice is always welcome with me!

So Slavac has gotten me into smoking cigars and pipes recently and I've been trying to test the waters and see what is good and what is not.

Herein lies my problem: I am too new to this to be able to walk into a shop and tell them what I want or what type of things I want. Here is a list of what I've tried so far (don't worry, it's a short list)

CAO Gold
Spitfire (Davidoff line)
Man O' War
Winston Churchill (Davidoff again)

I don't know enough about cigars to know if there is a common theme with these or if they are as different as can be. I would like to look into getting some samplers, but don't want to just start buying blind and hoping that the type of sampler I bought is one I would enjoy (I've seen "themed" samplers and I run in ignorant ph34r).

That been said, I am on the hunt for my first humidor, which will hopefully be had soon, and I would like to fill it with a VARIETY that will be delicious. And I do realize that I will inevitably find cigars that I don't like, but I just want to start with a little direction.

Thanks!