IMHO lossless DRM removal software like FairUse4WM and freeme2 are not very user friendly. And I'm afraid there will be no user guides for them that are meant for computer illiterate users.

As for lossy DRM removal software like Soundtaxi or Tunebite (that just re-record sound or/and videos), their user guides that come with software or can be found on their homepages should be easy enough for a computer illiterate.