But OF COURSE I'm trying to spend your money!
(I'm just returning the favor of how much fun everyone has had helping me spend my money on bike stuff over the years). 
The Squeezebox has an RCA "out" jack that plugs into your amp as just another source input. It receives music signals streamed wirelessly from your PC (either from the internet or from music files on your PC) through your home wireless network. It does require a powered PC somewhere connected to the internet whenever you want to listen to music, and it needs to plug into something that received standard RCA inputs. [ETA: the new Squeezebox Duet does not need a PC turned on, according to the site. I have the slightly older model, without the neat-o color display.]
Now that I understand your setup better, I'd recommend the Squeezebox if you had a spare amp and speakers laying around, which you could set up in your office, and use the Squeezebox as your music source.
But since that's not the situation, probably a pair of powered speakers hooked up to your laptop or docking station would be perfect for your purposes. You can get some that have slightly longer cables so they are not so close to your head. I haven't had any experience with the wireless speakers, but bluetooth adapters are cheap and easy to come by.
Last edited by bikerz; 04-07-2008 at 07:25 AM.
Keep calm and carry on...