The license on playsforsure lets you just burn the music to CD for playing in your normal CD player. Then you could re-rip it in FLAC or something lossless. I think that re-ripping back to a lossy format ends up being double bad when you burn from a compressed file to start with. Alternatively, you can just remove the DRM: http://en.wikipedia.org/wiki/Windows_Media_DRM#Removal