My 2c:
In my system, it sounds "digital" when the music was recorded in digital, and it does not matter whether it's on a CD, it's streamed or it was pressed onto a vinyl.
It sounds "analogue" when it was recorded on a tape - regardless if it's an AAD/ADD CD or is pressed on vinyl. Try out Kaveh Alexander's CDs (Water Lily acoustics), you will be pleasently surprised that your digital suddenly sound as if it was analogue... also, try early Vangelis CDs, they were AAD, and lack that squeaky clean controlled / restrained character.
Or, trying theChandos LPs recorded in digital, and I can't tell that it's not coming from the CD player....
