Also, if I get organic cotton for wicking material, how important is it really for me to boil it first? Will I notice that big of a difference from boiling?
The boiling is to remove any leftover chemicals from the cleaning of the cotton. It may be organic, but it's still been given a bath in hydrogen peroxide to make the cotton white. The boiling is to remove any of the residue from that hydrogen peroxide bath.
You don't have to boil it, it won't hurt you if you don't, but the first few puffs might taste a little off.