Here’s an iTunes oddity, along with an easy workaround. If you’re the detail-oriented type, you probably fill out the Info tab of the Get Info window (Command-I) for all your iTunes music. On this screen, you can enter all sorts of information about the selected song, including Year, Grouping, Composer, Genre, and Comments.
The comments box is particularly useful for tracking strange items in your collection—any comments you enter here will be picked up by the Spotlight index, making it easy to build your own advanced indexing system—just enter some unique words in the Comments box for a given song, and you’ll be able to easily use Spotlight to find that song in the future.
However, there’s a somewhat-annoying limitation about the Comments box: you can’t enter any line breaks. Enter, Return, Option-Return, Control-Enter, whatever—they all simply close the Get Info window. So what do you do if you want to use line breaks to format some of your comment text? Here’s the easy, if not obvious, solution. Just click over to the Lyrics tab, and enter your comment text as a lyric—append it to an existing lyric, or just type what you want to use if the lyrics box is empty. Unlike the Comment box, here you
use the Return key to insert line breaks.
Once you have your comment text all typed out, highlight it, press Command-C (Edit -> Copy), switch back to the Info tab, and paste. Presto, line breaks in the Comments field. Note that if you plan on exporting your data, these line breaks may mess up the formatting of the data. I don’t do any exporting of comments, so it really doesn’t bother me.