When comparing two DACs (or anything really), if you don't know the "test" music at all, and you can hear obvious differences in a small period of time (say, less than a minute), then the unit you prefer would be MUCH better for your overall system. Of course this should be done with a range of music (eg not just one piece of classical music or rock). By extrapolation, if you listen to the same two units with music you know very well, (and ideally, haven't heard on the "new" unit you are testing in your system), if you hear new sounds (pleasurable ones!) really jump out or a different signature or better separation of the instruments on the soundstage, or weightier bass or clearer highs (for example) then you are able to tell the difference of smaller details because of your existing familiarity with the music.
On the other hand, if you get two DACs that all in all, would perform very similarly in you're rig, you will have a hard time telling the difference with music you DO know well (where you should be able to pick out differences easier), and an even HARDER time telling differences with music you're unfamiliar with, as you've got a very weak point of reference.
It's all about comparison, and making sure you use music that is generally agreed as having been well recorded, and possibly most importantly, don't let anyone else's opinions sway yours! If possible do the comparisons by yourself, with music you've chosen (both familiar and unfamiliar, when you are relaxed, and on a rig that you've been listening to for at least a few months straight with no change). That should give a strong a reference point as possible.