You cannot hook up a guest headset.
On the bottom of the controller you plug it in.
Yes, in a way depending on what you question is. If the guest has a headset it should work.
A good gaming headset for Xbox 360 is a Turtle Beachheadset.
no
No, xbox 360 headset can only work with the 360.
yes it does. i got the xbox 360 elite and it came with a microsoft wired headset
yes
no it has to be Microsoft.
yes it does
Yes, it doesnt matter of the controllers or headset, there just different colors.
If you are on about having 2 xbox live membership users playing on the same Xbox, such as Halo or COD black ops, then yes. However, if you playing online with a guest (guest of your gamer user) then no.
NO you can't