I think you have to have a paid version to do that. Ive never used skype personally though, so my googling could be wrong.
From what i have read, google has the best service for free multiperson video chat. Im gonna check it out and report back.
I think this could open up a whole new stage for kendama playing. As long as technology co-operates and there are methods to make everything streamlined, it could be a very unifying thing for the kendama scene! Imagine being able to play with people from japan, and learn new tricks from them! There could also be some kendama lessons by the pros! You wouldnt even need to leave the comfort of your own home (although the real thing is always better)
EDIT: So yeah, google hangouts seems like a good place to use. Google is a pretty solid workhorse with all their services so im sure this will work great. We will have to try it out with a few people sometime!
Only part people might not like is that you have to use your email address. But you can always make a fake email to use if you feel you need to.