To delete files from an iPod Shuffle, connect the device to a computer containing the iTunes software application, and use the application to select the files on the device you wish to remove. The iTunes software application can be downloaded from the Apple website.Continue Reading
Plug a USB cable into the port on the iPod Shuffle, and then plug the other end into the computer. Allow the computer to recognize the presence of the device before starting up the iTunes software application.
Uncheck the box next to Sync Music, Sync Podcasts or Sync Books under the Music, Podcasts or Books tab. As long as the box is checked, there is no way to delete the files on the Shuffle without deleting them from the computer as well. Press the Don't Sync button to disable sync mode for that particular file type.
Select the iPod Shuffle device in the left-hand panel of the iTunes application. The list of files on your iPod Shuffle should appear in the right-hand panel. Highlight the file that needs deletion in the right-hand panel by clicking on it. For multiple files, hold down the "CTRL" key while clicking on each file you want to delete.
Click the Remove button to confirm deletion of the selected files. Press Apply to begin the deletion process. After deletion is complete, disconnect the iPod Shuffle from the computer.