Until Apple decides to support third party hardware
Windows users can make due with iTunes Agent. As the name implies, iTunes Agent acts as a “mediator” between your favorite (or least favorite depending on your angle) media player. Lurking in your system tray, iTunes Agent will allow users to import, edit, delete, and control audio files which are passed between their hardrive and capatable media players.
Keep your PSP, or any other non-Apple music player syncronized with your iTunes library. On a side note, individuals who wish to have greater control of their media libraries minus any sort of Apple influence might want to check out Media Monkey.
