With Genius, click on any song you like, then press the Genius button to get a list of suggested matches.
Hopefully you'll be pleasantly surprised and rediscover some gems.
Apple insists the information will not be used for anything apart from generating Genius playlists, but think of the potential for this information.
It would allow Apple to draw conclusions about listener preferences by area, race, religion, nationality, income, political persuasion - if Apple used it.
Apple states clearly it will only use this information and combine it with aggregated information from the i Tunes libraries of other users who also opt-in to this feature.
The legality question over the contents of your library may be a non-issue anyway - since the only data sent to Apple is title, artist, album, and genre, songs in your collection look the same as those ripped from CDs you bought legally, then imported into your i Tunes library.
Just choose Genius under Playlists, touch New, then select any song from the presented list to generate a new Genius playlist.
The selection appears under ‘Genius' under Playlists.
Of course, the results depend on what's in your collection, and how good your tagging is.
Songs bought via i Tunes come replete with tags (click on a track and choose Get Info from the File menu to edit or add tags) and many from commercially-released CDs also get tags added as you import them.
Basically, it states that when you opt-in to the Genius feature, Apple will automatically collect information to be used to identify media in your i Tunes library on your computer including your play history and the contents of play lists ...
This information will be stored anonymously and not associated with your name or i Tunes account.
Genius is supposed to work for any songs - not just those bought via i Tunes.