Hello Jeffuster,
Please excuse for the delayed answer.
If the device recognizes the files as new, and you have an automatic sync relationship then the content will be automatically copied to your computer. To manually copy files from your device, connect the device to your computer, click the
Sync tab, find the files in your device you would like to copy, and then do one of the following:
Right-click the file, click
Add to "Sync List", and then click
Start Sync.
Drag files from the list of items on the device to the List pane, and then click
Start Sync.
Note that a file you copy from your device will also be added to the sync playlist Copied from Device. If you subsequently delete the file from your computer, it will be removed from the playlist the next time you sync.
You can find more about sync option of Windows Media Player here:
http://windows.microsoft.com/en-US/windows-vista/Windows-Media-Player-Sync-frequently-asked-questions