Well, although i myself am new to dual-boxing, i belive you should ask yourself these questions:

1)How strict of a budget am I on?
2)Do i want a hardware (X-keys) or software solution (keyclone, AHK, Octopus, etc.)?
3)Am I willing to use the Druid as the healer or will I just do 2 dps classes?
4)What do I want to make next?
5)Will it work out the way I want it?

Those questions are things i asked myself.... so if this helps, let me know.