You can't go wrong by giving the gift of music, especially when the recipient can choose which music they will hear. The iTunes Music Store gift certificates and gift cards make perfect stocking stuffers or gifts-by-mail/email for those friends and family out of town.
[Prices vary / Mac and Windows]

Picture perfect CD labels are made easy with disclabel. Use your own artwork or choose from a library of templates to create, print, and share CD labels, jewel case inserts, and DVD covers. Your newly burned iTunes collection CD can look as good as it sounds when you import the playlist and info into disclabel for instant labeling. The awesome program works effortless with iTunes and iPhoto for creative and easy label and jewel case designs.
[$29.95 / Mac OS X 10.2.5 or later]

Indulge your inner librarian when you get this fantastic organizing software. Delicious Library software makes it easy to catalog, browse, and share your collection of books, movies, music, and video games. If you have a webcam it's even easier. Simply scan the barcodes on the back of your stuff and the Delicious Library will load tons of information about the scanned item automatically.
[$39.95 / Mac OS X 10.3 or later]

Your iPod nano-carrying fans will love this new color-coordinating accessory. The nifty, dirt and stain-resistent iPod nano Tubes come in a set of five colors (purple, pink, blue, green and clear) and don't obstructed the Click Wheel and hold switch. Slip iPod nano in from the bottom or through the screen window and express your individuality.
[$29.00]