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For the PSP you must create a music folder on the memory stick after the memory stick is formatted by the PSP. Then you add your music to that folder. More detailed instructions can be found at us.playstation.com under PSP support and under manuals and search for copying music files.http://www.us.playstation.com/Support/Manuals/PSP
try NOT going through media player as it tries to convert any audio. keep your files as mp3. preferably stored in "My music" file on your computer. then when you connect your psp via USB go to "open folder to view files" then open psp/music file. leave it open and open a "My computer" window my documents/my music, then just click and drag to psp/music file.
Hey minimart, If you kept all of the MP3's in the same file structure they were on your computer, this might explain why you are encountering this problem. Unlike some regular MP3 players, the PSP is unable to recognize anything beyond two folder levels. As an example, while your computer would be able to determine what "Music > Artist > Album > Songs" means, the PSP is not able to read anything beyond the "Artist" subfolder. Hope this helps you out. Sincerely, Aaron Go Ahead. Use Us.
To get music to it you need to connect it via the usb cable (connection at the top) and make a folder called "MUSIC" ( exactly like that without the inverted comas) and put the music in it.As for the copy protection you can google the term drm removal.The programs will allow you to remove the protection make sure that you use this in the psp (protected music)