You plug the cable into the speaker outlet on the back of the pc and into the player providing it has the speaker jack input. My big stereo sometimes distorts the music coming from the pc ,but usually its good. I hope I understand what you are asking..
You can play music fine from iTunes as Apple Store. If you want to listen some station on your computer, there are few options - Windows Media Player and Winamp.
What types you mean ? All streaming stations from internet have both WMP and Winamp files in download list. And you can connect with winamp remotely where ever you want.