Ah, I smell the sort of thing where the only answer you'll accept, and the only answer I can give is, "Go ahead and try it."

You'll find out why it's hard in a way that no amount of explaining will do, and you'll find reality less amenable to argumentation than comment boxes.

(If you do try it, make sure you've got two different devices, ideally two different types, and be sure to be streaming from somewhere at least 50ms away on the network, ideally with at least a few ms in variance between requests. Though odds are pretty good that even trying to stream the same song to two identical devices over a local Wifi network would only work most of the time, you'd find...)