Hello Jeff,
although I have been an 'Apple MacIntosh' enthusiast from the very beginning of the personal computer aera (it was the Apple II then 🙂) I always used IBM compatible machines during my studies and also in business. For some time (2 years now) I privately own an IMac and I must say it is just georgous and simple to use. Moreover, the data exchange with my recently acquired IPad3 is very comfortable.
Speaking of mobile phones I also use an Android device (Galaxy S) and came over more or less the same issue as you now.
The tools which I employed to 'do the trick' of transferring music or - moreover - establish the syncing of information (calender, addresses etc.) are the following:
http://www.jrtstudio.com/iSyncr
http://mac.eltima.com/sync-mac.html
Maybe one of them would also be helpful for your purpose.
Cheers,
Michael